Chatham vacation rentals

We found 3,371 vacation rentals — enter your dates for availability

Welcome to Chatham, where golden sandy beaches meet charming coastal neighborhoods, and the iconic Chatham Lighthouse stands as a sentinel over the shimmering Atlantic. This picturesque haven invites groups and families to unwind and explore, whether it’s basking in the sun, indulging in fresh seafood at local eateries, or engaging in outdoor adventures. Choose from delightful cottages to modern condos, ensuring a comfortable and convenient stay that feels just like home.

Holiday rentals with weekly discounts - Chatham

Showing deals for:Dec 11 - Dec 18

Private kitchen
Exterior
Living area
Living area
Wonderful
(19 reviews)

Cottage near bay beach- 1 Bd/1Ba

Brewster

9% off
$100
$697 for 7 nights
All fees included
Cottage near bay beach- 1 Bd/1Ba
Full view of backyard with in ground pool
Backyard view of house
Large family room with lots of seating; perfect for family game night
Pool house: a quiet hideaway or remote office
Exceptional
(30 reviews)

Immaculately maintained, large beach home with heated swimming pool

Eastham

9% off
$734
$5,138 for 7 nights
All fees included
Immaculately maintained, large beach home with heated swimming pool
Well equipped chef's kitchen w. stainless steel appliances
Deeded access to nearby Mill Pond to launch your Kayak
Fabulous family room, a magnet for family gatherings
Light & bright second floor great room
Exceptional
(120 reviews)

Water View-Walk town/beach, pets considered, Linen Option

Chatham

36% off
$605
$4,237 for 7 nights
All fees included
Water View-Walk town/beach, pets considered, Linen Option
Interior
Exterior
rear view of house
entrance to mallardview
Exceptional
(63 reviews)

5 bedrooms ocean view estate overlooking cape cod bay

Orleans

9% off
$1,000
$6,997 for 7 nights
All fees included
5 bedrooms ocean view estate overlooking cape cod bay
Living room - French doors
Private beach/dock area
Downstairs bedroom
Living room
Exceptional
(18 reviews)

Stunning Waterfront Compound with Private Beach, Private Dock, Sunset View

South Chatham

9% off
$898
$6,286 for 7 nights
All fees included
Stunning Waterfront Compound with Private Beach, Private Dock, Sunset View
Reclaimed hardwood floors shipped in from an old barn taken down in the mid-west
Sunny living space with large balcony, and spectacular views to the ocean.
Elegant and bright living room with views from every window.
Huge gourmet kitchen with 2 SubZero fridges, and high end appliances.
Exceptional
(64 reviews)

SeaGlass House - Beautiful Cape Cod Home. Ocean Views & High End Decor

Chatham

9% off
$1,147
$8,032 for 7 nights
All fees included
SeaGlass House - Beautiful Cape Cod Home. Ocean Views & High End Decor
Living room with cathedral ceiling - open floor plan
Deck with teak table and chairs
Flowering plantings including blue hydrangea, lilac and magnolia
Interior
Exceptional
(91 reviews)

Unique Oyster Pond 3bd-2ba home in private setting close to downtown.

Chatham

8% off
$471
$3,295 for 7 nights
All fees included
Unique Oyster Pond 3bd-2ba home in private setting close to downtown.
Living Room Features Ocean View, TV streaming with Netflix, Hulu, YouTube TV
Relax and Entertain Friends and Family on the Large Stone Patio
Family Room Overlooks the Ocean
Dining
Exceptional
(142 reviews)

Waterfront Chatham Village, Short Walk to Town & Lighthouse Beach

Chatham

8% off
$786
$5,500 for 7 nights
All fees included
Waterfront Chatham Village, Short Walk to Town & Lighthouse Beach
Kitchen
Pool
Living area
Living area
Exceptional
(68 reviews)

Luxury 8 Bedroom Home with Heated Pool - 4 minutes to the beach! Pet Friendly!

Orleans

9% off
$1,578
$11,044 for 7 nights
All fees included
Luxury 8 Bedroom Home with Heated Pool - 4 minutes to the beach! Pet Friendly!
Screen Porch
Living Room & Screen Porch
Pool Patio
Kids nook & Back Stairs
Exceptional
(48 reviews)

Downtown Chatham Luxury 9 BR Home with Heated Pool. Pets welcome!

Chatham

9% off
$1,624
$11,370 for 7 nights
All fees included
Downtown Chatham Luxury 9 BR Home with Heated Pool. Pets welcome!
Pottery Barn teak lounge chairs
Property grounds
Front of the house
Dining room
Exceptional
(52 reviews)

Cape Cod summer home on Slough Pond

Brewster

8% off
$416
$2,915 for 7 nights
All fees included
Cape Cod summer home on Slough Pond
Large updated kitchen fully equipped, sliding glass door leading to deck
Open floor plan, cathedral ceiling, leather furniture
Large primary bedroom on second floor, king bed, sitting area
Dining
Exceptional
(43 reviews)

Private setting near beaches-fully air conditioned, game room, fire pit

Eastham

8% off
$726
$5,080 for 7 nights
All fees included
Private setting near beaches-fully air conditioned, game room, fire pit
Outdoor dining set overlooking the bay on deck
Living room looking toward front / first floor front bedroom door
Second floor front bedroom with view of Cape Cod Bay
Kitchen
Exceptional
(28 reviews)

Waterview, 4 BR, 100 Feet from Private Eastham Bayside Beach!

Eastham

7% off
$452
$3,161 for 7 nights
All fees included
Waterview, 4 BR, 100 Feet from Private Eastham Bayside Beach!
Dining
Kitchen/Dining
Room
Hall
Exceptional
(87 reviews)

PERFECT RENOVATED CHATHAM RETREAT! CENTRAL AC, COMFORTABLY SLEEPS 6!

Chatham

6% off
$394
$2,755 for 7 nights
All fees included
PERFECT RENOVATED CHATHAM RETREAT! CENTRAL AC, COMFORTABLY SLEEPS 6!
Dinner with a view.
Outdoor dining
The Woolrych House sits above a private Brewster beach.
View from second floor.
Exceptional
(51 reviews)

Picturesque Private Beachfront House on Cape Cod Bay

Brewster

8% off
$391
$2,735 for 7 nights
All fees included
Picturesque Private Beachfront House on Cape Cod Bay
King bed +2 twins in "the nook".  Great room for families with kids!
Dusk in Chatham
Sitting area with fireplace
Large dining room table.
Exceptional
(43 reviews)

Charming Family Cape, Impeccably Landscaped With Water Views Near The Beach!

South Chatham

9% off
$512
$3,585 for 7 nights
All fees included
Charming Family Cape, Impeccably Landscaped With Water Views Near The Beach!
Dining
Interior
Room
Exterior
Exceptional
(9 reviews)

Charming 4-bedroom house in enchanting Yarmouth

South Yarmouth

8% off
$553
$3,872 for 7 nights
All fees included
Charming 4-bedroom house in enchanting Yarmouth
Charming & cozy.
Propane fire-pit for cool nights. Evening view.
Large LR w/ wood burning fireplace, Samsung Frame TV &expansive picture window.
Marble counters, KitchenAid appliances & gas stove. All overlooking the water.
Exceptional
(30 reviews)

★Waterfront & On Bike Path★Firepit ★Private beach★Bikes★Kayaks★Sm.Pet OK💥Sunsets

Brewster

8% off
$533
$3,730 for 7 nights
All fees included
★Waterfront & On Bike Path★Firepit ★Private beach★Bikes★Kayaks★Sm.Pet OK💥Sunsets
Property grounds
nearby Rhododendrons - plentiful on the Cape
Dining
Exterior
Excellent
(5 reviews)

Harwich Hideaway with King Beds Pet Friendly!

Harwich

13% off
$335
$2,348 for 7 nights
All fees included
Harwich Hideaway with King Beds Pet Friendly!
Updated Kitchen for Summer 2020
Fully equipped
Outdoor dining
Seating for 3 at kitchen counter
Dining
Exceptional
(57 reviews)

3 BR Cape-short drive to Mayflower & other bay beaches-A/C, Wi-Fi, Linens Incl.

South Dennis

13% off
$487
$3,410 for 7 nights
All fees included
3 BR Cape-short drive to Mayflower & other bay beaches-A/C, Wi-Fi, Linens Incl.
Dining
Outdoor dining
Room
Living area
Exceptional
(31 reviews)

Sun-filled, renovated house within minutes walk to private bay sides beach.

Eastham

8% off
$427
$2,992 for 7 nights
All fees included
Sun-filled, renovated house within minutes walk to private bay sides beach.
Study/Lounge are with water views
Dining room with water views
Living area
Room
Exceptional
(36 reviews)

Steps to Paine's Creek-The Perfect Vacation Home

Brewster

8% off
$516
$3,609 for 7 nights
All fees included
Steps to Paine's Creek-The Perfect Vacation Home
Room
Property grounds
Living area
Exterior
Exceptional
(8 reviews)

Cozy, vacation home in a charming duplex cottage

West Yarmouth

8% off
$173
$1,212 for 7 nights
All fees included
Cozy, vacation home in a charming duplex cottage
TV viewing area with queen sleeper sofa in loft
Loft living room
Modern cape architecture
King bed in primary suite
Exceptional
(6 reviews)

Modern beach house, steps to private beach, perfect for groups!

Eastham

12% off
$391
$2,735 for 7 nights
All fees included
Modern beach house, steps to private beach, perfect for groups!
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Find out more about Chatham

Why visit Chatham

  • Beautiful Beaches: Enjoy sun-soaked days at Chatham's stunning sandy shores, perfect for swimming and relaxation.
  • Chatham Lighthouse: Visit the iconic lighthouse, offering picturesque views and a glimpse into maritime history.
  • Charming Neighborhoods: Explore quaint areas like South Chatham, featuring delightful homes and scenic walks.
  • Outdoor Activities: Engage in various activities such as golfing and family-friendly adventures in the great outdoors.
  • Variety of Accommodations: Choose from cozy cottages to modern condos, catering to every traveler's needs.

Popular types of accommodation in Chatham

Planning a getaway to Chatham, MA? The next step is finding the perfect place to stay. Explore a range of accommodations, from charming houses and cozy cottages to modern condos. Whether you’re looking for ideal house rentals with spacious bedrooms or a relaxing retreat, Chatham offers something for everyone. Discover your dream vacation rental and make your trip unforgettable.

  • Houses: The top choice for travelers in Chatham, these homes offer a spacious and comfortable environment, perfect for families or groups.
  • Cottages: A charming option, cottages provide a cozy, quaint atmosphere ideal for a relaxing getaway by the sea.
  • Condos: These modern accommodations combine convenience and comfort, often featuring amenities like pools and fitness centers.
  • Apartments: A practical choice for visitors, apartments offer a home-like feel with facilities for cooking and living.
  • Cabins: Rustic and inviting, cabins are a delightful option for those seeking a nature-inspired retreat.**

Top attractions in and around Chatham

Chatham, Massachusetts, is a perfect destination for beach lovers and outdoor enthusiasts, offering stunning scenery and a charming town atmosphere. Visitors can explore popular attractions like the beautiful beaches, the iconic Chatham Lighthouse, and picturesque waterfront homes. Golf enthusiasts will also find excellent courses nearby, making Chatham an ideal spot for a memorable vacation filled with culture and outdoor experiences.

  • Chatham Lighthouse: A historic lighthouse that offers picturesque views of the Atlantic Ocean. Its charming structure and surrounding beach provide a perfect backdrop for photography, and the cultural vibes make it a must-visit landmark.
  • Harwich Port: A vibrant town neighborhood located 5 miles from Chatham, Harwich Port features delightful shops, restaurants, and a bustling marina. Experience the city vibes while enjoying fresh seafood and local boutiques.
  • Ocean Edge Golf Club: A beautiful golf course accommodation set 7 miles away, offering stunning views and challenging play. Perfect for golf enthusiasts, the club combines luxury and leisure in a scenic setting.

Things to do recommended for couples

For a romantic escape in Chatham, consider a round of golf at Twin Brooks Golf Course, a luxurious private club just 18 miles away. Enjoy breathtaking views and a tranquil atmosphere, perfect for couples seeking a memorable experience together.

Things to do recommended for families

Families can explore the beautiful beaches of Chatham, enjoy a scenic bike ride along the Cape Cod Rail Trail, and visit the Chatham Marconi Maritime Center for hands-on exhibits. Don't miss the chance to spot seals on a boat tour or enjoy a day at the local fish pier.

Things to do recommended for groups

Explore the scenic Cape Cod National Seashore, take a whale watching tour from Chatham Harbor, or indulge in a seafood feast at local restaurants. Don't miss the charming Chatham Lighthouse and the vibrant local shops for a true taste of New England coastal life.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Chatham

When planning your trip, whether you're traveling with a group, your family, or pets, or if you're seeking extended stays, it's important to prioritize your preferences. Here are some helpful booking tips for using Vrbo.

  • Traveling to Chatham with a group: Think about how many bedrooms you require, along with features like a full kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Chatham with young kids: Traveling with young children can present its own set of challenges. It's important to prioritize their comfort and safety, along with ensuring access to age-appropriate amenities, like a private swimming pool. Additionally, considering your closeness to family-friendly attractions can enhance your travel experience.
  • Taking your pets with you to Chatham: For many families, a vacation isn't truly fulfilled without their furry companions. If you can relate, explore Vrbo listings that welcome pets. Most of these pet-friendly properties come equipped with feeding bowls and beds, ensuring that both you and your pets feel comfortable and at home.
  • Planning for a long term stay visiting Chatham: If you're searching for vacation rentals that offer great deals for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rental options. Don't forget to include amenities like parking, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Chatham

Chatham, Massachusetts, is a charming coastal destination perfect for a relaxing beach vacation. With its stunning beaches, picturesque scenery, and trendy atmosphere, visitors can explore the nearby neighborhoods of South Chatham and other Cape Cod gems. Enjoy leisurely strolls past charming homes, indulge in family-friendly activities, or savor romantic sunsets by the shore. This quaint town offers a delightful blend of luxury and laid-back vibes, making it an ideal getaway for every traveler.

  • Brewster: Nestled about 8 miles from Chatham, Brewster is a charming town known for its stunning outdoor scenery and recreational opportunities. Visitors flock to Brewster for its beautiful beaches, making it a perfect spot for sunbathing, swimming, and family outings. The town features excellent golf courses and abundant recreational areas, providing plenty of activities for nature enthusiasts. Don't miss the picturesque Cape Cod Bay, where you can enjoy breathtaking sunsets and coastal views.
  • West Chatham: Just 2 miles from Chatham, West Chatham is a delightful destination for beach lovers and outdoor adventurers. The local beaches offer a serene atmosphere, perfect for relaxing or engaging in water sports. Families can enjoy the playgrounds, while golf enthusiasts have easy access to well-maintained courses. The beauty of the surrounding landscape enhances the experience, making it a great place to unwind and appreciate the natural charm of Cape Cod.
  • North Chatham: Located a mere mile from Chatham, North Chatham combines scenic beauty with a relaxed beach vibe. This area is a haven for those seeking outdoor experiences, with its lovely beaches and recreational areas inviting exploration. Golfing is a popular pastime here, alongside leisurely walks along the coastline. The proximity to the Cape also offers unique attractions, ensuring visitors have plenty of options to enhance their stay.

Best time to go to Chatham

If you're planning a trip to Chatham, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs from June to August, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January35.6°F (2.0°C)Light RainMostly CloudyAverageSlightly Low
February35.4°F (1.9°C)Light RainMostly CloudyAverageSlightly Low
March38.5°F (3.6°C)Light RainMostly CloudyAverageSlightly Low
April45.3°F (7.4°C)Light RainMostly SunnyAverageAverage
May53.1°F (11.7°C)Light RainMostly SunnyAverageAverage
June61.7°F (16.5°C)Light RainMostly SunnyModerately HighSlightly High
July69.6°F (20.9°C)Light RainMostly SunnyModerately HighSlightly High
August70.3°F (21.3°C)Light RainMostly SunnyModerately HighSlightly High
September65.7°F (18.7°C)Light RainMostly SunnyAverageAverage
October57.9°F (14.4°C)Light RainMostly SunnyModerately LowAverage
November48.6°F (9.2°C)Light RainMostly SunnyModerately LowAverage
December41.5°F (5.3°C)Light RainMostly CloudyModerately LowAverage

Booking with Vrbo is simple

Are you hoping to save on your next adventure? Being flexible with your travel dates can help, as prices can vary quite a bit. Additionally, opting for a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, utilize our filters to sort by price, location, and type of vacation rental. We're here to help you make the most of your travel experience.

Vrbo Trips: Planning made easy

Vrbo's Trip Board provides a convenient way to plan new trips, manage your existing plans, and keep track of your reservations. Your saved or booked properties are neatly categorized into Potential, Upcoming, or Current Trips for easy access. To discover more about Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Find beachfront fun with a Chatham house rental

Enjoying the most coastline of any town in the area, Chatham features Cape Cod house rentals with plenty of space and very short walks to the water. Gorgeous sunsets make this lovely town glow by evening. Visit the picturesque Chatham Lighthouse or some of the many historic homes and buildings to learn the area’s history. If you visit in July, don’t miss the Cape Cod Hydrangea Festival, which features tours of meticulously maintained private backyard gardens and benefits local nonprofits.

 

Tourist attractions near Chatham vacation rentals

Chatham offers many points of interest for history lovers and is a great place to explore Cape Cod’s maritime past. Originally a fishing village, the town still boasts its famous lighthouse, with many of the buildings dating back to the 18th century. Visit Chatham’s popular railroad museum, which dates back to 1887 and houses hundreds of exhibits, including both models and full-size engines that the whole family will enjoy. Experience the area’s colonial past at Caleb Nickerson Homestead, or see how life in the area used to be at Chatham’s Old Grist Mill, built in 1797.

Things to do near Chatham vacation homes

No visit to Chatham is complete without a day at one of the area’s pristine, white sandy beaches. You may even catch a glimpse of the local seals at the famous Chatham Lighthouse Beach, or handsome Harding Beach. The area is well-suited to sea lovers, with many exciting ways to enjoy the waves. Chatham vacation rentals mean you're in a prime position to get involved in the local sport-fishing scene, hire a boat for the day, or take a windsurfing lesson. Alternatively, sign up for a seal tour and get a close-up view of these fascinating creatures.

Local weather for your trip to Chatham vacation homes

You can't beat Chatham for a warm, sunny beach holiday complemented by Cape Cod’s cool, Atlantic breeze. The town is at its most lively in the summer months when the weather is reliably warm, with comfortable average highs of around 70 F between June and September. The weather makes the area perfect for outdoor activities such as hiking, biking, or golfing, with wonderful views of the Atlantic Ocean from the Seaside Links. Many Chatham vacation rentals are located within walking distance of the area’s white, sandy beaches.

Keep an eye out for nature in charming, coastal Chatham

With a Chatham vacation rental, you'll be a hop, skip, and a jump from some of the northeast's most compelling natural splendor. Thanks to its position on the Atlantic, the area has plenty of broad, sandy beaches and rocky coastline, most of which offers scenic views of the calm Nantucket Sound. If you enjoy birdwatching then don't forget to pack your binoculars. A complex ecosystem of marshland and sandy dunes, the 7,600-acre Monomoy National Wildlife Refuge is a popular destination where you can see intertidal life and numerous species of migratory birds.

How to get to and around Chatham

The nearest airport is in Hyannis, MA (HYA-Barnstable Municipal), located 16.8 mi (27 km) from the city center. If you can't find a flight that works for your travel itinerary, you could also fly into Nantucket, MA (ACK-Nantucket Memorial), which is 29.9 mi (48.1 km) away.

Family attractions near Chatham vacation rentals

Chatham has plenty of family-friendly attractions for kids of all ages. Vacation homes are close to places like the Cape Cod National Seashore, a shoreline with miles of dunes, sandy beaches, salt marshes, and hiking trails, and the Chatham Lighthouse, a historic lighthouse with a keeper’s cottage and spectacular views. You may also like Monomoy National Wildlife Refuge, a protected habitat for migratory birds and salt and freshwater marshes.

Romantic vacation homes in Chatham

Couples looking for romance can enjoy an array of attractions in Chatham. Vacation rentals can be found near places like Atwood Museum, a restored historic home with galleries exploring the history and culture in the region, and Kate Gould Park, a vibrant park with recreation areas and festivals. You'll also like Linnell Landing Beach, a bayside beach with scenic sunsets and calm waters for swimming and kayaking.

Frequently asked questions

What are the best areas to stay in a vacation rental in Chatham?
Chatham offers a charming selection of vacation rentals, primarily private homes and cottages, providing ample space and privacy for various trip types. You'll find options throughout the area that cater to families, groups, and couples looking for a coastal escape. Many vacation rentals are conveniently located near popular attractions like Chatham Lighthouse Beach, which is about 1 mile from central areas, and the Chatham Fish Pier, approximately 1 mile away. The town's main street also features distinctive shops and local eateries, making it easy to enjoy the local atmosphere. Whether you're seeking a quiet retreat or a base for exploring the Cape, Chatham's vacation rentals offer a comfortable and welcoming stay.
What are the most popular vacation rentals in Chatham?
The most popular vacation rentals in Chatham are houses, which make up the vast majority of available properties. These homes are highly sought after by families and groups due to the generous space, privacy, and amenities they offer, allowing everyone to settle in comfortably. You'll also find a selection of charming cottages, perfect for couples or smaller families seeking a cozy retreat, and some condos that provide convenient access to local attractions. These property types are favored for their ability to provide a true home-away-from-home experience, complete with full kitchens and multiple living areas.
What amenities do vacation rentals in Chatham usually offer?
Vacation rentals in Chatham typically offer a wide range of amenities designed for a comfortable stay. You can expect to find fully equipped kitchens, high-speed internet access, and air conditioning in most properties. Many rentals also include laundry facilities, making longer stays more convenient. For outdoor enjoyment, properties often feature patios, yards, or balconies, providing private spaces to relax. Parking is commonly available, and some vacation rentals even boast ocean views, adding a special touch to your coastal getaway.
Are there family-friendly vacation rentals in Chatham?
Yes, Chatham offers over 200 family-friendly vacation rentals, with houses being the most common type, alongside some condos and cottages. These properties are designed to accommodate families of all sizes, providing the space and amenities needed for a relaxing trip. Many family-friendly vacation rentals in Chatham come equipped with fully appointed kitchens for easy meal preparation, laundry facilities for convenience, and entertainment options like games. You can also find properties that offer travel cribs and high chairs, ensuring comfort for even the youngest guests.
Are there pet-friendly vacation rentals in Chatham?
Yes, you'll find over 120 pet-friendly vacation rentals in Chatham, primarily houses, with some cottages and condos also welcoming furry companions. These properties understand the importance of including your pets in your travel plans, offering comfortable stays for everyone. Many pet-friendly vacation rentals in Chatham feature private yards, providing a safe outdoor space for your pets to enjoy. You'll also find properties with easy access to outdoor areas, perfect for walks and exploring the scenic surroundings with your four-legged friends.
What are the best areas for group vacation rentals in Chatham?
Chatham offers over 200 vacation rentals well-suited for groups, with houses being the most prevalent property type. These spacious homes are ideal for gatherings, providing ample room for everyone to relax and socialize. Vacation rentals for groups in Chatham often feature multiple bedrooms and bathrooms, ensuring comfort and privacy for all guests. You'll also find properties with fully equipped kitchens, perfect for preparing group meals, and ample parking for several vehicles, making it easy for everyone to arrive and explore together.
What are the best luxury vacation rentals in Chatham?
Chatham features over 130 luxury vacation rentals, predominantly houses, offering an elevated experience for guests. These upscale properties provide exceptional comfort and privacy, often with premium amenities. Many luxury vacation rentals in Chatham include private pools, perfect for exclusive relaxation, and hot tubs for unwinding after a day of exploring. You can also find properties that boast stunning ocean views, providing a picturesque backdrop to your stay and enhancing the coastal ambiance.
Are there any budget-friendly vacation rentals in Chatham?
Yes, Chatham offers nearly 90 budget-friendly vacation rentals, providing great value for your stay. You'll find a selection of houses and charming cottages that offer comfortable accommodations without compromising on essential amenities. These value-oriented vacation rentals in Chatham often include fully equipped kitchens, allowing you to save on dining out, and laundry facilities for added convenience. Many properties also provide parking, which can be a significant cost-saver. Opting for a vacation rental, especially a private home, allows groups to split costs, making a Chatham getaway more accessible.
Are there any vacation rentals in Chatham with a pool?
Yes, you can find around 30 vacation rentals in Chatham that feature pools, primarily houses, along with a few condos and cottages. These properties offer a refreshing amenity for your stay, whether you're looking to swim laps or simply relax poolside. Vacation rentals in Chatham with pools often include private pools for exclusive use, shared pools within a community setting, or heated pools for comfortable swimming in cooler weather. These options provide a great way to enjoy the water right at your accommodation.
Are there any remote work vacation rentals in Chatham?
In Chatham, Massachusetts, there are numerous remote work-friendly vacation rentals available—around 274 options throughout the area. This charming coastal town offers a variety of properties that cater to remote workers, featuring amenities such as reliable Wi-Fi, dedicated office spaces, and comfortable living areas conducive to productivity. Many rentals come with fully equipped kitchens, allowing for convenient meal preparation, and some even offer outdoor spaces to enjoy fresh air during breaks.Travelers can find accommodations near popular attractions like the Chatham Lighthouse and the picturesque beaches along the Cape Cod shoreline. The local community is rich in history and culture, providing plenty of opportunities for leisure activities after work hours, including quaint shops, seafood restaurants, and scenic walking trails. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Chatham vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Chatham with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Chatham?
In Chatham, popular vacation rental amenities include a fully equipped kitchen, allowing travelers to prepare their own meals during their stay. Many rentals also feature a deck or patio, providing a great space for outdoor relaxation or dining while enjoying the coastal views. Onsite parking is commonly available, making it convenient for guests traveling with their own vehicles. Additionally, many properties come equipped with a coffee or tea maker, enhancing the morning routine.
When is the best time to visit Chatham for a vacation rental?
The best time to book a vacation rental in Chatham is during the peak season from June to August, with July being the most popular month for visitors. This vibrant period attracts beachgoers and families eager to soak up the sun along the Cape Cod coastline. Warm temperatures, typically ranging from the mid-60s to mid-80s Fahrenheit, create an inclusive setting great for outdoor activities like swimming, sailing, and exploring local shops and restaurants.While summer brings bustling crowds and lively events, many travelers find joy in the sense of community during this time, whether it's at local farmers' markets or beach bonfires. If you prefer a quieter experience, visiting in November can be a great alternative. During this time, you can enjoy Chatham's beautiful coastal scenery without the summer rush, and the tranquility offers a chance for reflective walks along the shore or visiting the charming local galleries.Ultimately, your ideal time to visit Chatham will depend on whether you thrive in the energetic summer atmosphere or seek the peaceful charm of the off-season.
How early should I book a Chatham vacation rental?
Book your Chatham vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Chatham, Massachusetts, United States of America?
In Chatham, visitors can enjoy a variety of attractions that showcase the charm of Cape Cod. The Chatham Lighthouse, located near the coast, offers picturesque views and is a popular spot for photos. Nearby, the Chatham Fish Pier provides a glimpse into the local fishing industry, and visitors can watch the boats come in with their daily catch.The charming Main Street is lined with boutiques, galleries, and eateries, making it a delightful area for shopping and dining. At the end of Main Street, travelers can find the scenic Chatham Bars Inn Beach, great for relaxing by the ocean.For nature enthusiasts, the Monomoy National Wildlife Refuge offers trails and opportunities for birdwatching and seal watching, while the nearby Cape Cod National Seashore features beautiful beaches and scenic landscapes.
Can I change or cancel my Chatham home rental booking on Vrbo?
To find Chatham vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Chatham vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively. Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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