Guilford vacation rentals

We found 745 vacation rentals — enter your dates for availability

Discover a selection of 27 homes and other vacation rentals in Guilford that are perfect for your trip. Whether you're staying in a vacation rental with friends, family, or even just your pets, you'll find the amenities you need and want, which might include WiFi and a fireplace. You'll be able to choose a rental that has what everyone needs, including options that are accessible or non-smoking.

Vacation rentals with weekly discounts - Guilford

Showing deals for:Jun 12 - Jun 19

Image gallery for Coastal Waterfront Retreat- Private Beach & Hot Tub

You will love our Private Sandy Beach steps from the home, so relaxing:)
10 out of 10, Exceptional, (71 reviews)
Exceptional
(71 reviews)

Coastal Waterfront Retreat- Private Beach & Hot Tub

Branford

9% off
Price is $1,436
$10,053 for 7 nights
All fees included
Coastal Waterfront Retreat- Private Beach & Hot Tub

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Find out more about Guilford

Why visit Guilford

  • Beautiful Beaches: Enjoy the picturesque shores along the Connecticut coastline, perfect for relaxation and family activities.
  • Scenic Parks: Explore the lush landscapes of state and urban parks, ideal for outdoor adventures and romantic strolls.
  • Charming Downtown: Discover the quaint downtown area with local shops, art galleries, and community events.
  • Guilford Town Green: A central gathering spot featuring seasonal events and a vibrant atmosphere for visitors.
  • Diverse Accommodations: Choose from cozy cottages to luxurious beach rentals, ensuring a comfortable stay for every traveler.

Popular types of accommodation in Guilford

Planning a getaway to Guilford? You're in for a treat. Explore a variety of popular vacation rentals, including houses, cozy cottages, and modern apartments. Whether you're seeking a charming guest house or a beachfront escape, Guilford offers fantastic CT vacation rentals with easy beach access. Discover your perfect home away from home and make unforgettable memories in this picturesque destination.

  • Houses: The top choice for travelers, offering spacious and comfortable stays ideal for families or groups in Guilford.
  • Cottages: A charming and cozy option, perfect for those seeking a quaint retreat amidst nature.
  • Apartments: A convenient choice for individuals or couples, providing a home-like atmosphere with essential amenities.
  • Condos: A popular selection for vacationers looking for modern living spaces with shared amenities.
  • Villas: Luxurious and spacious accommodations, perfect for those wanting a high-end experience in Guilford.**

Top attractions in and around Guilford

Guilford, Connecticut, is perfect for a romantic getaway or outdoor adventure, featuring beautiful beaches, state parks, and urban parks. Explore attractions like the Guilford Town Green, local art galleries, and enjoy scenic river rides. With its coastal charm and family-friendly experiences, Guilford offers a wonderful blend of culture and nature, making it an ideal destination for day trips and memorable vacations.

  • Chaffinch Island State Park: Nestled within Guilford, this charming state park offers budget-friendly access to beautiful natural scenery. Enjoy relaxing vibes as you explore its serene landscapes, perfect for a peaceful day out.
  • Hammonasset Beach State Park: Located 6 miles from Guilford, this national park is a haven for outdoor enthusiasts. Experience stunning coastal scenery, adventure-filled activities, and the refreshing ocean breeze.
  • Guilford Art Center: Situated in Guilford, this vibrant arts center showcases local culture through exhibitions and classes, making it a must-visit for art lovers seeking inspiration.

Things to do recommended for couples

Guilford offers charming seaside walks along the scenic shoreline, perfect for couples. Enjoy a cozy dinner at a local bistro or explore the quaint shops in the historic town center. Don't forget to visit the beautiful Guilford Green for a romantic picnic under the trees.

Things to do recommended for families

Families visiting Guilford can explore the scenic Guilford Lakes, perfect for kayaking and picnics. The nearby Hyatt's Adventure Park offers climbing and zip-lining, while the Guilford Art Center provides creative workshops for kids, making it a fun-filled destination for all ages.

Things to do recommended for groups

Explore the charming Guilford Green with its historic buildings and local shops, then enjoy a group hike at the nearby Hammonasset Beach State Park. Don’t miss a guided tour of the historic Guilford Lighthouse for stunning coastal views.

*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 Guilford

When planning your trip—whether you're traveling with a group, family, pets, or seeking extended stays—be sure to prioritize your preferences with the appropriate filters. Here are some helpful booking tips for using Vrbo.

  • Traveling to Guilford with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor space for group gatherings. Luckily, you can easily filter for these options and much more on Vrbo.
  • Traveling to Guilford with young kids: Traveling with young children can be quite demanding. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Guilford: For many families, a trip isn't truly fulfilling without their furry companion by their side. If you can relate, explore Vrbo listings that welcome pets. Most pet-friendly properties offer amenities like food bowls and beds, ensuring that all members of your family feel comfortable and at home.
  • Planning for a long term stay visiting Guilford: If you're in search of vacation rentals that offer discounts 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 rentals. Don't forget to include features like parking, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Guilford

Guilford, Connecticut, is a charming destination perfect for outdoor enthusiasts and romantic getaways. Located along the picturesque Connecticut shoreline, visitors can explore its beautiful parks, scenic beaches, and quaint downtown area. Nearby neighborhoods offer a friendly atmosphere, ideal for family-friendly activities or a relaxing escape. Whether you're seeking budget-friendly options or a touch of luxury, Guilford's diverse experiences make it an unforgettable vacation spot in mid-October.

  • New Haven: Located 13 miles from Guilford, New Haven is a vibrant city known for its rich cultural scene and educational institutions, notably Yale University. Visitors can immerse themselves in art and history at the Yale University Art Gallery or catch a thrilling performance at the Shubert Theatre. The city also offers a diverse shopping area and a variety of dining options, making it perfect for families looking to explore. Don't miss the beautiful beaches nearby, which provide a scenic backdrop for relaxation and recreation.
  • Westbrook: Just 12 miles from Guilford, Westbrook is a charming coastal town ideal for those seeking outdoor adventures and romantic getaways. With its stunning beaches and picturesque scenery, visitors can enjoy a leisurely day at the family beach or indulge in activities at local resorts. Westbrook is also home to several golf courses for enthusiasts, and music concerts often take place, providing entertainment for all. The welcoming atmosphere and beautiful landscapes make it a perfect spot to unwind.
  • Madison: Only 5 miles from Guilford, Madison offers a delightful combination of outdoor activities and scenic beauty. Known for its recreational areas and pristine beaches, this town is perfect for adventurers and families alike. Visitors can explore the nearby national state park, which provides hiking trails and stunning views. The local golf courses and music concerts add to the experience, making Madison a fantastic destination for those looking to connect with nature while enjoying community events.

Best time to go to Guilford

If you're planning a trip to Guilford, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in April and June to July, while off-peak times, like November to January tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January31.3°F (-0.4°C)Light RainMostly SunnySlightly LowModerately Low
February32.4°F (0.2°C)Light RainMostly SunnyAverageModerately Low
March38.5°F (3.6°C)Light RainMostly SunnyAverageModerately Low
April48.4°F (9.1°C)Light RainMostly SunnySlightly HighAverage
May58.3°F (14.6°C)Light RainMostly SunnyAverageAverage
June66.9°F (19.4°C)Light RainMostly SunnySlightly HighModerately High
July74.1°F (23.4°C)Light RainMostly SunnySlightly HighModerately High
August73.2°F (22.9°C)Light RainMostly SunnyAverageModerately High
September66.7°F (19.3°C)Light RainMostly SunnyAverageAverage
October56.7°F (13.7°C)Light RainMostly SunnyAverageAverage
November45.5°F (7.5°C)Light RainMostly SunnySlightly LowAverage
December37.6°F (3.1°C)Light RainMostly SunnySlightly LowAverage

Booking with Vrbo is simple

Are you hoping to save on your upcoming trip? Being flexible with your travel dates can really pay off, as prices can vary significantly. Additionally, booking a longer stay often leads to substantial 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.

Save more with One Key

When you reserve a qualifying Vrbo for your group getaway, you'll receive OneKeyCash on the total booking amount. Being the organizer certainly has its perks. Sign up for our One Key rewards program to unlock exclusive savings for members and accumulate OneKeyCash on eligible stays. Join us today and begin reaping the benefits.

Vrbo Trips: Effortless planning

Vrbo's cutting-edge Trip Board offers you a dedicated space to plan new journeys, pick up right where you left off, or organize your travel plans. You can easily find the properties you've saved or booked under Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

A scenic slice of New England

Set on the Long Island Sound shoreline, Guilford is a laid-back summer town just 20 minutes from Yale University. This makes Guilford vacation rentals eternally popular with parents, students and professors alike. The town is a haven for sun seekers, with a handful of sandy beaches to enjoy, not to mention forested walking trails, scenic paddling routes and a friendly local golf course. History buffs will be in their element, as Guilford boasts one of New England's largest collection of historic homes.

Touch base with van Gogh

Whether you're attending a graduation ceremony or simply visiting an Ivy League college, Guilford is a short drive from Yale University. The 300-year-old New Haven campus is dotted with Gothic and Victorian-inspired buildings. You can sign up for a guided walking tour or visit world-class galleries like the Yale Center for British Art. If van Gogh is on your wish list, don't miss Yale University Art Gallery, where you'll find masterpieces like "The Night Cafe". Closer to home is the characterful Hyland House Museum. It's housed in a red saltbox building and showcases a fascinating collection of local artifacts.

Hit the sand or the green

One of Guilford's biggest drawcards is its pristine coastline. It's laced with sandy beaches and low-slung dunes that lure a constant stream of sun seekers. Want to maximize your time at the beach? Guilford vacation rentals put you just steps from the water. With breezy living areas, sun decks and sweeping views of Long Island Sound, summer cottages make it easy to slip into vacation mode. If you want to stretch your legs, why not enjoy a round at Guilford Lakes Golf Course? Non-members are welcome so don't be shy about booking a tee time.

Gear up for graduation season

Visitors flock to Guilford in the summer, when the town is drenched in East Coast sunshine. Long weekends always fill up fast with New Yorkers wanting to escape the city. Visitor numbers also soar during Yale's annual University Commencement in May. It's held at the historic Old Campus and sees university degrees formally conferred. Followed by a sea of flying graduation hats, of course. Planning on watching a loved one graduate? Swap shoebox hotel rooms for spacious Guilford vacation rentals. All you need to do is supply the bubbly.

Exploring the natural features in Guilford

Whether you're an outdoor enthusiast or just want to appreciate the scenery, you'll be sure to find the perfect setting for your vacation in Guilford. Here are a few of the area's most enchanting sights, all within 30 miles (48.2 km) of the city center:

  • Hammonasset Beach State Park (6.2 mi / 10 km)
  • Hammonasset Beach (7.2 mi / 11.6 km)
  • East Haven Town Beach (10.5 mi / 16.9 km)
  • Westbrook Town Beach (11.2 mi / 18.1 km)
  • Lighthouse Point Park (12 mi / 19.4 km)
  • East Rock Park (12.1 mi / 19.5 km)

Traveling to and around Guilford

The nearest airport is in New Haven, CT (HVN-Tweed - New Haven Regional), located 11.3 mi (18.2 km) from the city center. If you can't find a flight that's convenient for your trip, you could also fly into Bridgeport, CT (BDR-Igor I. Sikorsky Memorial), which is 25.3 mi (40.8 km) away.

If you prefer train travel, the main station is Guilford Station.

Frequently asked questions

What is the best area to stay in Guilford, Connecticut, United States of America when booking a vacation rental?
When considering a vacation rental in Guilford, Connecticut, the town's charming downtown area stands out as an excellent choice. This vibrant neighborhood is known for its picturesque streets, historic architecture, and a variety of local shops and eateries that create a friendly setting. Visitors can enjoy the beautiful Guilford Green, a lovely park that often hosts community events and offers a serene spot to relax. Additionally, the nearby Guilford Harbor is superb for those who appreciate waterfront activities and scenic views.

Another appealing area is the shoreline, where you can find access to some lovely beaches and coastal parks. This part of Guilford provides opportunities for outdoor activities, such as hiking and swimming, making it ideal for families and nature enthusiasts. The town features a range of vacation rental properties, from cozy cottages to spacious homes, accommodating different group sizes and preferences.
How much does it cost to rent a vacation home in Guilford?
Prices for vacation rentals in Guilford vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Guilford to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Guilford vacation house rentals?
You can find great discounts on house rentals in Guilford on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in Guilford?
For renting a beach house in Guilford, consider the picturesque shoreline along the Long Island Sound. The area near Jacobs Beach is particularly appealing, known for its sandy shores and family-friendly atmosphere. Vacation rentals here often feature amenities such as private decks with ocean views, outdoor grills for summer barbecues, and easy access to the beach, making it a great choice for families or groups looking to enjoy a relaxing seaside getaway.

Additionally, the neighborhood around the Guilford Town Green offers a charming mix of historic homes and modern rentals, providing convenient access to local shops, cafes, and seasonal events. Many properties in this area come equipped with cozy living spaces, full kitchens, and inviting outdoor areas for enjoying the coastal breeze.

For those who appreciate nature, rentals near the nearby Hammonasset Beach State Park provide access to one of Connecticut's largest beaches, along with hiking trails and picnic areas. Some properties might even include bicycles for exploring the scenic surroundings and convenient access to the park's amenities.
What is the most popular type of vacation rental accomodation in Guilford?
In Guilford, vacation houses are the most popular type of rental, with about 22 available throughout the charming coastal town. These houses often boast spacious layouts, multiple bedrooms, and fully equipped kitchens, making them ideal for families or groups seeking comfort and convenience. Many properties feature outdoor spaces such as decks or gardens, superb for enjoying the scenic surroundings and fresh air. Additionally, there are several cottages and cabins that provide a cozy, rustic experience, often located in more secluded areas. Apartments are also available, offering a more compact living option while still providing essential amenities.
Are there any family house rentals in Guilford?
In Guilford, Connecticut, there are numerous family-friendly house rentals available, with around 21 options to choose from. The town's charming neighborhoods offer a variety of spacious homes suited for families, often featuring amenities like full kitchens, large living areas, and outdoor spaces great for children to play. Many properties come equipped with conveniences such as Wi-Fi and air conditioning, ensuring a comfortable stay for all.

Situated along the picturesque shoreline, visitors can easily explore nearby attractions, including the scenic Guilford Green and the historic Guilford Harbor. Families can enjoy local parks, beaches, and walking trails, making this area an ideal destination for those seeking both relaxation and outdoor activities.
Can I rent a vacation home with a pool or hot tub in Guilford?
In Guilford, Connecticut, there are several vacation homes available for rent that come equipped with pools and hot tubs. This charming coastal town offers a mix of serene landscapes and historical charm, making it an inviting destination for travelers seeking relaxation. Many of the available rentals feature private pools, spacious backyards, and outdoor seating areas, superb for enjoying the beautiful New England summers. Additionally, amenities such as fully equipped kitchens, air conditioning, and Wi-Fi are commonly found, ensuring a comfortable stay.
Can I find long-stay vacation rentals in Guilford?
A long-stay vacation rental in Guilford is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Guilford?
In Guilford, travelers can find several pet-friendly house rentals that cater to families and groups looking to enjoy the charm of this coastal Connecticut town. Many of these vacation homes come equipped with amenities such as spacious living areas, fully stocked kitchens, and outdoor spaces where pets can roam freely.

The area is known for its beautiful shoreline, and the nearby Guilford Town Green offers a lovely setting for walks. Additionally, the picturesque beaches, like Jacobs Beach, provide ample opportunities for outdoor activities, making it a great spot for pet owners looking to enjoy the sun and surf.

Local parks, such as the nearby Bittner Park, also welcome pets and feature walking trails and open spaces.
Are there any remote work vacation rentals in Guilford?
In Guilford, Connecticut, there are numerous options for remote work vacation rentals, with about 27 available in the area. Many of these properties are equipped with essential amenities for a productive work environment, including high-speed Wi-Fi and dedicated workspace options like desks and comfortable chairs. Travelers can expect a mix of charming homes and cozy apartments, often featuring inviting living spaces, fully equipped kitchens, and outdoor areas for relaxation during breaks.

The town itself is known for its picturesque shoreline and historic sites, providing a peaceful backdrop for those balancing work and leisure. Nearby points of interest include the Guilford Green and the scenic beaches along the Long Island Sound, offering opportunities for outdoor activities and local dining. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Guilford vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Guilford 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 Guilford?
In Guilford, popular rental amenities include kitchens, which allow travelers to prepare their own meals, enhancing the home-like experience. Many rentals also feature decks or patios, providing outdoor spaces for relaxation and enjoying the fresh air. Onsite parking is commonly available, making it convenient for guests with vehicles. Additionally, some properties come equipped with blenders, superb for those who enjoy making smoothies or other blended drinks during their stay.
When is the best time to visit Guilford for a vacation rental?
The best time to visit Guilford for a vacation rental is during the peak summer months of June to August, with July being especially popular. This vibrant period attracts families and outdoor enthusiasts eager to explore the charming coastal town. Visitors can enjoy pleasant weather, typically ranging from the mid-70s to low 80s Fahrenheit, superb for beach outings, hiking, and local festivals.

During these summer months, Guilford comes alive with various activities, including the picturesque beaches along the Long Island Sound and the beautiful Guilford Green, where you'll often find art fairs and farmers' markets. The warm temperatures and lively option create an inviting backdrop for outdoor dining and sightseeing.

For those looking for a more budget-friendly experience, consider planning your trip in December. While this month falls outside the high tourist season, it offers a unique charm with holiday decorations and a cozy, festive atmosphere. You may find excellent deals on vacation rentals, allowing you to enjoy the tranquility of Guilford during the quieter winter months.
How early should I book a Guilford vacation rental?
Book your Guilford 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 Guilford, Connecticut, United States of America?
In Guilford, visitors can enjoy a variety of attractions that showcase the town's rich history and natural beauty. The historic Guilford Green is a focal point, surrounded by charming historic architecture, shops, and eateries. Here, you can find the First Congregational Church, an iconic landmark with impressive architecture that reflects the town's heritage.

For those interested in the outdoors, Hammonasset Beach State Park offers beautiful sandy shores and scenic walking trails, making it a popular destination for beachgoers and nature lovers alike. The nearby Guilford Lakes is great for kayaking, fishing, and hiking, providing a serene escape into nature.

In addition, the Henry Whitfield State Museum, located in the oldest house in Connecticut, presents fascinating exhibits on the area's historic history, attracting history buffs and families.
Can I change or cancel my Guilford home rental booking on Vrbo?
To find Guilford 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 Guilford 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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