Raymond vacation rentals

We found 782 vacation rentals — enter your dates for availability

Select from 85 homes, 55 cottages, and other vacation rentals in Raymond to find one that's perfect for your trip. Whether you're traveling with a group or just with your pet, vacation rentals have the amenities you need and want for your stay, which might include parking and a fireplace. What you'll find is a rental that has what everyone needs, including options that are accessible or non-smoking.

Vacation rentals with weekly discounts - Raymond

Showing deals for:May 22 - May 29

Image gallery for Family & dog friendly historic 4BR farmhouse near Sebago Lake w/ boat launch!

Exterior
10 out of 10, Exceptional, (29 reviews)
Exceptional
(29 reviews)

Family & dog friendly historic 4BR farmhouse near Sebago Lake w/ boat launch!

Windham

17% off
Price is $327
$2,291 for 7 nights
All fees included
Family & dog friendly historic 4BR farmhouse near Sebago Lake w/ boat launch!

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Find out more about Raymond

Why visit Raymond

  • Outdoor Adventures: Enjoy a variety of activities such as hiking, fishing, and boating in the picturesque lakes and scenic state parks.
  • Romantic Getaways: Experience a peaceful and romantic escape with stunning scenery and serene accommodations.
  • Cozy Accommodations: Choose from charming vacation homes, cottages, and stylish condos for a comfortable stay.
  • Family-Friendly Atmosphere: Discover activities and attractions suitable for all ages, making it perfect for family vacations.
  • Friendly Locals: Enjoy the warm hospitality of Raymond's residents, enhancing your overall experience.

Popular types of accommodation in Raymond

If you're wondering what types of accommodations await you in Raymond, look no further. Our most popular options include houses, cozy cottages, and stylish condos. Whether you're seeking spacious rooms or a charming bedroom home, you'll find the perfect house rentals to suit your needs. Experience comfort and convenience while enjoying your stay in this beautiful destination.

  • Houses: The top choice for visitors in Raymond, these homes offer spacious accommodations perfect for families or groups looking for a cozy retreat.
  • Cottages: A charming option, cottages provide a quaint and comfortable stay, ideal for those seeking a peaceful escape.
  • Condos: These modern residences offer convenient amenities and are perfect for travelers wanting a blend of comfort and accessibility.
  • Apartments: A practical choice for solo travelers or couples, apartments offer a home-like environment in the heart of Raymond.
  • Cabins: Rustic and inviting, cabins are a favorite for nature lovers wanting to experience the great outdoors.**

Top attractions in and around Raymond

Raymond, Maine, is perfect for outdoor enthusiasts and those seeking romantic getaways, offering stunning scenery and a beach experience. Visitors can explore a variety of attractions, including picturesque lakes, scenic state parks, and historic college campuses. Whether you're looking to relax by the water or enjoy nature's beauty, Raymond has something for everyone to create unforgettable memories.

  • Sebago Lake: Located 6 miles from Raymond, Sebago Lake offers stunning beaches and picturesque scenery, perfect for romantic getaways and outdoor activities. Enjoy swimming, picnicking, or simply relaxing by the water.
  • Sebago Lake State Park: Also 6 miles away, this state park provides thrilling adventure opportunities with ample hiking trails and scenic views. It's an ideal spot for outdoor enthusiasts looking to explore nature.
  • Raymond Pond: Situated within Raymond, this island resort offers adventure vibes with activities like kayaking and fishing, making it a great destination for those seeking fun and relaxation.

Things to do recommended for couples

For a romantic getaway in Raymond, don’t miss Steamboat Landing Mini Golf, just 8 miles away. Enjoy a fun-filled round of mini-golf surrounded by beautiful scenery, perfect for couples looking to bond over friendly competition and a bit of adventure.

Things to do recommended for families

While in Raymond, Maine, families can enjoy thrilling games at Seacoast Adventure, relax at Twin Brook Recreation Area, and indulge in delicious treats at Wilbur's of Maine Chocolate Confections, creating unforgettable memories together.

Things to do recommended for groups

Groups visiting Raymond, Maine can enjoy a day of golf at the nearby Point Sebago Golf Resort, hike the scenic Rattlesnake Mountain Trail for an adventure, and browse unique finds at Blacksmiths, located just a short drive away.

*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 Raymond

If you're traveling with a group, as a family, with pets, or planning an extended stay, be sure to prioritize your filters accordingly. Here are some helpful Vrbo booking tips for you.

  • Traveling to Raymond with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Raymond with young kids: Traveling with young kids can be tricky. It's important to prioritize their comfort and safety, along with finding age-appropriate 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 Raymond: For many families, a vacation wouldn’t be the same without their furry companions. If this resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly properties offer feeding bowls and cozy beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Raymond: If you're in search of vacation rentals offering discounts for stays of a month or more, you've come to the perfect spot. 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 criteria as well.

Where to stay in and around Raymond

Raymond, Maine, offers a serene escape for outdoor enthusiasts and romantics alike. Nestled in an idyllic natural setting, this charming town invites you to explore its picturesque landscapes and family-friendly atmosphere. Nearby, you'll find cozy vacation homes perfect for a peaceful getaway, while adventures await in the surrounding regions. Experience the warmth of friendly locals and enjoy excursions that showcase the area's stunning scenery. Discover the perfect blend of relaxation and adventure in this enchanting Maine destination.

  • Casco: Casco is a charming city located 5 miles from Raymond, known for its stunning outdoor scenery and romantic settings. The area is perfect for those looking to unwind amidst nature. Popular activities include golfing at local courses and enjoying the serene atmosphere at nearby resorts. Visitors can explore scenic lakes and family-friendly beaches, making it an ideal spot for a delightful day trip or a relaxing getaway.
  • Frye Island: Frye Island is a picturesque village nestled on an island near Raymond, offering a unique blend of outdoor activities and natural beauty. Travelers flock to Frye Island for its breathtaking scenery and romantic ambiance. The village features recreational areas perfect for summer fun, as well as ski fields for winter sports enthusiasts. With its pristine lakes and inviting beaches, Frye Island is a wonderful destination for families and couples alike seeking adventure and relaxation.
  • North Windham: Located 6 miles from Raymond, North Windham is a vibrant village that attracts visitors with its beautiful landscapes and various outdoor experiences. Known for its educational opportunities and recreational areas, this charming village is perfect for those who enjoy skiing and exploring the great outdoors. With nearby lakes and family beaches, North Windham provides a perfect setting for fun-filled family outings or romantic escapes, allowing travelers to connect with nature and each other.

Best time to go to Raymond

If you're planning a trip to Raymond, it's a good idea to check both the weather and property rates. The warmest month is July. 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
January22.5°F (-5.3°C)Light RainMostly SunnyAverageSlightly Low
February23.7°F (-4.6°C)Light RainMostly SunnyAverageAverage
March31.3°F (-0.4°C)Light RainMostly SunnyAverageSlightly Low
April43.0°F (6.1°C)Light RainMostly CloudyAverageSlightly Low
May54.9°F (12.7°C)Light RainMostly SunnyAverageAverage
June63.0°F (17.2°C)Light RainMostly SunnyModerately HighSlightly High
July69.8°F (21.0°C)Light RainMostly SunnyModerately HighSlightly High
August68.7°F (20.4°C)Light RainMostly SunnyModerately HighSlightly High
September61.9°F (16.6°C)Light RainMostly SunnyAverageAverage
October50.5°F (10.3°C)Light RainMostly SunnyModerately LowAverage
November38.7°F (3.7°C)Light RainMostly SunnyModerately LowAverage
December29.8°F (-1.2°C)Light RainMostly SunnyModerately LowAverage

Booking with Vrbo is simple

Are you hoping to save money on your upcoming trip? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, you can enjoy considerable savings by opting for a longer stay. To discover a Vrbo property that aligns with your budget, take advantage of our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect getaway.

Save more with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash on the full booking amount. Being the planner definitely has its perks. When you join our travel rewards program, One Key, you’ll gain access to exclusive discounts and earn OneKeyCash on eligible bookings. Sign up today and begin your savings journey.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers a user-friendly platform to help you plan your journeys, resume your previous work, or manage your travel arrangements. You can easily find the properties you've saved or reserved, organized into categories like Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, please visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Why people love visiting adventurous Raymond

Learn about the unique charm of Raymond with a stay in a private vacation home. You'll find plenty to explore during your stay in the area. Many of our vacation rentals offer full kitchens, spacious living quarters, and sometimes even a hot tub for a relaxing getaway.

Sightseeing in and around Raymond

Do you want to find attractions to see during your stay? Venture out of your vacation home and experience everything that makes Raymond a one-of-a-kind vacation spot. Here are some of the major attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Seacoast Adventure (3.5 mi / 5.6 km)
  • Point Sebago Golf Resort (4.2 mi / 6.8 km)
  • Lost Valley Ski Resort (18.6 mi / 30 km)
  • Spring Meadows Golf Course (7 mi / 11.3 km)
  • Woodland Valley Disc Golf (21.6 mi / 34.7 km)
  • Aquaboggan Water Park (24.3 mi / 39.1 km)

Exploring the natural landscape of Raymond

Whether you're an active traveler or just want to appreciate the scenery, Raymond is a great place to spend some time outside. These are a few of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city center:

  • Little Sebago Lake (3.2 mi / 5.1 km)
  • Sebago Lake Basin (4.3 mi / 6.9 km)
  • Crescent Lake (4.4 mi / 7.1 km)
  • Sebago Lake (5.1 mi / 8.2 km)
  • Range Ponds State Park (11.3 mi / 18.2 km)
  • Long Lake (13.4 mi / 21.6 km)

Transportation to and around Raymond

The nearest airport is in Auburn, ME (LEW-Auburn - Lewiston Municipal), located 13.6 mi (21.9 km) from the city center. If you're unable to find a flight that fits your schedule, you could book a flight to Portland Intl. Jetport Airport (PWM), which is 19.2 mi (31 km) away.

Frequently asked questions

How much does it cost to rent a vacation home in Raymond?
Prices for vacation rentals in Raymond 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 Raymond 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 Raymond vacation house rentals?
You can find great discounts on house rentals in Raymond 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 Raymond?
For renting a beach house in Raymond, Maine, consider the picturesque shores of Sebago Lake, which is renowned for its clear waters and recreational opportunities. The area around Raymond Beach offers vacation rentals that provide direct access to sandy shores, with many properties featuring spacious decks for outdoor dining, fire pits for evening gatherings, and fully equipped kitchens for convenient meal preparation. These rentals are ideal for families or groups looking to enjoy lakeside activities such as swimming, kayaking, and fishing.

Further along the eastern shore of the lake, the town of Naples offers additional options, where you can find charming cottages and larger homes that often include amenities like private docks, outdoor grills, and expansive yards great for summer games. The local restaurants and shops in Naples enhance the experience, providing easy access to dining and entertainment.

The nearby Sebago Lake State Park is a highlight for nature lovers, with hiking trails and picnic areas that complement the beach experience. Rentals in this vicinity may also offer proximity to these natural attractions, with some properties featuring outdoor gear storage and easy access to trails that wind through the beautiful landscapes surrounding the lake.
Where are the best Raymond ski resort rentals?
For skiing in Raymond, Maine, the nearest ski area is Shawnee Peak, located just a short drive away in Bridgton. Travelers looking for convenient ski resort rentals should consider accommodations in both Bridgton and nearby Naples. In Bridgton, you can find a variety of vacation rentals, including cozy cabins and spacious chalets, many of which offer amenities like wood-burning stoves, fully equipped kitchens, and outdoor decks that provide views of the surrounding mountains.

In Naples, the options include lakefront properties that combine winter sports with stunning views of Long Lake. Some of these rentals feature amenities such as hot tubs, fireplaces, and easy access to both ski areas and local dining. The area is also known for its beautiful scenery, providing a peaceful retreat after a day on the slopes.

Additionally, the region offers various outdoor activities beyond skiing, such as snowshoeing and ice fishing, making it an ideal destination for winter enthusiasts. Rentals in these towns often come equipped with modern conveniences, including Wi-Fi and laundry facilities, ensuring a comfortable stay for families and groups.
What is the most popular type of vacation rental accomodation in Raymond?
In Raymond, vacation houses are the most popular type of rental, with about 74 options available across the area. These homes typically feature spacious interiors with multiple bedrooms, fully equipped kitchens, and cozy living areas, making them ideal for families and groups. Many vacation houses also come with outdoor spaces like decks or patios, allowing guests to enjoy the serene surroundings near Long Lake and Crystal Lake.

Additionally, there are around 48 cottages, which provide a charming and rustic experience, often situated closer to the lakes. Cottages typically offer comfortable amenities, including kitchen facilities and often a quaint atmosphere, superb for a peaceful getaway. For those seeking a more unique stay, there are also about 15 cabins, as well as several villas and chalets that add variety to the rental landscape in Raymond.
Are there any family house rentals in Raymond?
In Raymond, Maine, families will find a wealth of vacation rental options, with around 106 properties available to choose from. The area is known for its beautiful lakes and outdoor activities, making it a great destination for families seeking adventure. Many of these homes come equipped with spacious living areas, full kitchens for easy meal preparation, and outdoor spaces great for relaxation or play.

Visitors can enjoy amenities such as private docks for boating or fishing, fire pits for evening gatherings, and sometimes even game rooms for entertainment. The scenic surroundings, including the picturesque Sebago Lake and nearby hiking trails, provide ample opportunities for outdoor fun and exploration.
Can I rent a vacation home with a pool or hot tub in Raymond?
In Raymond, Maine, there are plenty of vacation homes available for rent that feature pools and hot tubs, with around 23 options to choose from. This picturesque town, located along the shores of Sebago Lake, offers a serene environment superb for relaxation and outdoor activities. Many of these properties come equipped with private pools, hot tubs, and spacious outdoor areas ideal for gatherings or family fun. Travelers can also expect amenities such as fully equipped kitchens, comfortable living spaces, and access to the lake, enhancing the overall experience. In addition, the natural beauty of the surrounding area provides opportunities for hiking, swimming, and enjoying the tranquil Maine landscape.
Can I find long-stay vacation rentals in Raymond?
A long-stay vacation rental in Raymond 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 Raymond?
In Raymond, Maine, there are numerous pet-friendly house rentals available, with about 52 options to choose from. Many of these vacation homes come equipped with amenities such as spacious backyards, outdoor decks, and cozy living areas, making them suitable for families traveling with pets. The area is known for its beautiful lakes and outdoor activities, which can be enjoyed with your furry companions.

Additionally, the nearby Sebago Lake State Park offers great opportunities for pet-friendly outdoor adventures, with trails for hiking and areas for swimming and picnicking.
Are there any remote work vacation rentals in Raymond?
In Raymond, Maine, there are numerous options for remote work vacation rentals, with around 140 properties available. This picturesque town, located by the shores of the beautiful Sebago Lake, offers a serene environment conducive to productivity. Many of the rentals come equipped with essential amenities for remote work, such as high-speed Wi-Fi, dedicated workspaces, and comfortable desks, ensuring that you can maintain your professional commitments while enjoying a relaxing getaway.

Properties in the area often feature spacious living areas, fully equipped kitchens, and outdoor spaces where you can unwind after a day of work. The scenic views of the lake and surrounding nature add to the appeal, creating a superb balance between work and leisure. Additionally, the nearby town center provides local shops and eateries, making it convenient for supplies or a break from your routine. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Raymond vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Raymond 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 Raymond?
In Raymond, vacation rentals commonly feature a range of appealing amenities that enhance the guest experience. Most properties include a kitchen, allowing travelers to prepare their own meals during their stay. Many units also offer a deck or patio, providing a lovely outdoor space to relax and enjoy the surrounding natural beauty. Onsite parking is typically available, making it convenient for guests with vehicles. Additionally, a coffee and tea maker is often provided, ensuring that guests can start their mornings with a warm beverage. Many rentals are located near the lake, offering stunning views and easy access to water-based activities.
When is the best time to visit Raymond for a vacation rental?
The peak season for visiting Raymond, Maine, typically spans from June to August, with July being the most popular month. During this vibrant period, travelers flock to the area to enjoy the warm summer weather, great for outdoor activities like hiking, boating, and swimming in the beautiful lakes that the region has to offer.

With average temperatures ranging from the mid-60s to mid-80s Fahrenheit, visitors can comfortably engage in various sightseeing opportunities and explore the stunning natural beauty of the nearby Sebago Lake State Park. This time of year is ideal for those who appreciate a lively option filled with fellow adventurers and families enjoying the scenic outdoors.

For travelers looking for a more budget-friendly experience, consider planning your trip in November. While it may be less bustling, this month offers a peaceful retreat and the chance to enjoy the serene landscapes as they transition into winter. The crisp air and quiet surroundings create a cozy atmosphere great for relaxation.

Ultimately, whether you prefer the energetic vibes of summer or the tranquil charm of late fall, Raymond has something to offer every traveler.
How early should I book a Raymond vacation rental?
Book your Raymond 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 Raymond, Maine, United States of America?
In Raymond, Maine, visitors can enjoy a variety of attractions centered around the natural beauty of the area. The Sebago Lake region is a major highlight, offering opportunities for boating, fishing, and swimming, with several public access points and beaches along the lake. The quaint town center features charming shops and local eateries that reflect the community's character.

For outdoor enthusiasts, the nearby Raymond Village Community Forest provides trails for hiking and nature walks, showcasing the stunning landscapes of Maine. Additionally, the area is known for its scenic views, particularly from places like the Raymond Hill and the hills surrounding the lake, which are great for picnics and enjoying the outdoors.

During the winter months, visitors can explore the nearby ski areas, which are a short drive away, allowing for seasonal sports such as skiing and snowboarding.
Can I change or cancel my Raymond home rental booking on Vrbo?
To find Raymond 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 Raymond 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.

Frequently asked questions

Are there vacation rentals in Raymond?
Yes, you can find vacation rentals close to popular points of interest in Raymond, or you can go with a more secluded option if you're looking for relaxation.
How many vacation rentals are there in Raymond?
With 85 Expedia vacation rentals, you're sure to find just the right place for your Raymond stay.
What's there to see and do in Raymond?
Little Sebago Lake and Crescent Lake are a couple of lovely local spots to get outside and enjoy nature. While here, Sebago Lake and Rattlesnake Mountain Trail are other places worth a visit.
What's a vacation rental in Raymond like?
Vacation rentals are privately owned properties you can book for short or long periods in Raymond. Vacation rentals offer amenities like laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about a clean environment, a vacation rental can provide a sense of seclusion away from public hotel elevators and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive option for a family getaway.

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