Raymond vacation rentals

We found 792 vacation rentals — enter your dates for availability

Select from 90 homes, 58 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.

Holiday rentals with weekly discounts - Raymond

Showing deals for:Sept 4 - Sept 11

Image gallery for Cozy countryside cottage located on Crooked river in Naples Maine.

Property grounds
10 out of 10, Exceptional, (17 reviews)
Exceptional
(17 reviews)

Cozy countryside cottage located on Crooked river in Naples Maine.

Naples

10% off
Price is CA $314
CA $2,835 total
includes taxes & fees
Cozy countryside cottage located on Crooked river in Naples Maine.

Find spaces that suit your style

Find out more about Raymond

Why visit Raymond

  • Scenic Lakes: Enjoy the breathtaking views and recreational activities around the stunning lakes in Raymond.
  • Outdoor Activities: Explore hiking, camping, and fishing opportunities in nearby state parks.
  • Charming Accommodations: Stay in cozy cottages, charming cabins, or modern condos for a perfect getaway.
  • Rustic Atmosphere: Experience the quaint charm of Raymond and its picturesque surroundings.
  • Family-Friendly Vibes: Engage in fun, family-oriented activities amidst warm summer weather.

Popular types of accommodation in Raymond

If you're seeking the perfect getaway in Raymond, look no further. Our platform connects you to the most popular types of accommodations, including houses, cozy cottages, modern condos, and charming cabin rentals. Whether you're searching for an apartment in Raymond or a studio to call your own, we have a variety of available options to suit your needs. Enjoy your stay with transparency, savings, and reassurance at your fingertips.

  • Houses: The top choice for visitors to Raymond, these homes offer ample space and amenities, perfect for families or groups seeking a home-away-from-home experience.
  • Cottages: These quaint and cozy retreats are ideal for those wanting a peaceful getaway amidst nature, making them the second most sought-after option.
  • Condos: A popular choice for those seeking modern conveniences, condos provide comfortable living spaces close to local attractions.
  • Apartments: These practical accommodations are great for smaller groups or couples looking for a convenient, budget-friendly stay.
  • Cabins: Offering a rustic charm, cabins are perfect for nature enthusiasts wanting to immerse themselves in the beautiful outdoors.**

Top attractions in and around Raymond

Raymond, Maine, offers a perfect getaway for outdoor enthusiasts and couples seeking scenic beauty. With its stunning lakes, nearby state parks, and charming historic colleges, visitors can enjoy a variety of activities. Whether you’re looking to relax by the beach or explore the great outdoors, Raymond has something for everyone, making it an ideal destination for your vacation.

  • Sebago Lake: Located 9.7km from Raymond, this picturesque lake is perfect for romantic outings and outdoor activities, featuring beautiful beaches and stunning scenery.
  • Sebago Lake State Park: Also 9.7km away, this national park offers thrilling adventures amidst breathtaking landscapes, ideal for hiking, picnicking, and enjoying nature.
  • Raymond Pond: Situated within Raymond, this charming island resort provides a unique adventure experience, perfect for exploring the natural beauty of the area.

Things to do recommended for couples

For a charming getaway in Raymond, Maine, enjoy a round of mini-golf at Steamboat Landing Mini Golf, just 12.9km away. Embrace the adventure and fun together while soaking up the vibrant atmosphere—perfect for creating lasting memories as a couple.

Things to do recommended for families

Your family vacation in Raymond, Maine, promises delightful experiences. Indulge in sweet treats at Wilbur's of Maine Chocolate Confections, embark on an adventure at Seacoast Adventure, and unwind at the serene Twin Brook Recreation Area. Enjoy memorable moments together in this charming town.

Things to do recommended for groups

Experience a round of golf at Point Sebago Golf Resort, only 6.4km from Raymond, or explore the iconic LL Bean Flagship Store, located 29.0km away. For shopping and entertainment, visit the Maine Mall, situated 32.2km from your base in Raymond.

*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

When planning your trip—whether you're traveling with a group, enjoying time with family, bringing along pets, or seeking extended stays—it's important to prioritize your preferences. 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. Thankfully, you can easily filter for all of these options and more on Vrbo.
  • Traveling to Raymond with young kids: Traveling with young kids can present its own set of challenges. It's important to prioritize their comfort and safety, alongside finding 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 Raymond: For many families, a trip isn’t truly complete without their furry companion. If that resonates with you, explore Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and 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 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 rentals. Don't forget to include features like parking, a well-equipped kitchen, or even a private pool in your search criteria.

Where to stay in and around Raymond

Raymond, Maine, offers a delightful escape for outdoor enthusiasts and couples seeking romance. Nestled among picturesque scenery, this charming city is perfect for camping in cozy cottages and enjoying peaceful getaways. Nearby areas provide a family-friendly atmosphere, complete with warm summer vibes and opportunities for adventure. Whether you’re exploring the rustic charm of the surroundings or indulging in local excursions, Raymond ensures a memorable vacation experience.

  • Casco: Situated a mere 8.0km from Raymond, Casco is a picturesque city that beckons outdoor enthusiasts and couples seeking a romantic getaway. The area is renowned for its stunning scenery, including beautiful lakes and family-friendly beaches. Visitors can enjoy a round of golf at local courses or unwind at a resort that provides a perfect blend of relaxation and recreation. The tranquil surroundings will leave you feeling rejuvenated as you explore the natural beauty of this charming locale.
  • Frye Island: Frye Island is a unique village located in close proximity to Raymond, characterized by its stunning island scenery. This destination is perfect for those who appreciate outdoor adventures and romantic settings. Whether you're looking to hit the ski slopes or enjoy the recreational areas, Frye Island offers a variety of activities for all ages. The nearby lakes and beaches create a serene environment ideal for family outings or a quiet day of relaxation by the water.
  • North Windham: Located 9.7km away from Raymond, North Windham is a charming village that offers a delightful mix of outdoor activities and scenic landscapes. It's an ideal spot for those who love education and recreation, with ski fields and recreational areas readily accessible. Families can enjoy the local lakes and beaches, making it a perfect place for a day trip or a leisurely afternoon. Whether you're hiking through nature or simply soaking in the views, North Windham provides an inviting atmosphere for all visitors.

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 a breeze

Are you hoping to save 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 suits your budget, feel free to utilize our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect getaway.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board provides a convenient platform for you to plan new trips, manage your existing plans, or review and organize your bookings. Your saved or booked properties are neatly categorized into Potential, Upcoming, or Current Trips. To discover Trip Boards, please visit: https://www.vrbo.com/en-ca/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:

  • Point Sebago Golf Resort (4.2 mi / 6.8 km)
  • Hemond's Moto X Park (17.4 mi / 28 km)
  • Lost Valley Ski Resort (18.6 mi / 30 km)
  • Seacoast Adventure (3.5 mi / 5.6 km)
  • Spring Meadows Golf Course (7 mi / 11.3 km)
  • Happy Wheels Skate Center (16.5 mi / 26.5 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)
  • Sebago Cove (8.1 mi / 13 km)
  • Tripp Pond (10.5 mi / 17 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

What is the best area to stay in Raymond when booking a vacation rental?
When considering a vacation rental in Raymond, Maine, the area around the beautiful Sebago Lake is one of the best choices. This picturesque region offers a great blend of natural beauty and recreational activities, making it a popular spot for visitors. There are numerous properties available here, ranging from charming lakeside cottages to spacious family homes, suiting various needs and preferences.

Staying near Sebago Lake allows you to indulge in a variety of outdoor pursuits. One of the top attractions in the area is the Sebago Lake State Park, which boasts stunning hiking trails, swimming spots, and picnic areas, great for enjoying a day in nature. Additionally, the nearby Frye Island, accessible by ferry, offers a great experience with its sandy beaches and walking paths.

Another appealing neighbourhood is the bustling village centre, where you can find delightful local shops and eateries. This area provides a vibrant setting and is ideal for immersing yourself in the local culture.
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 travelling 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.
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, the area around Crescent Lake is particularly appealing. This picturesque lake offers a range of properties, many of which have direct access to the water, private docks, and stunning views. Visitors can expect amenities such as spacious decks for outdoor dining, fire pits for evening gatherings, and fully equipped kitchens ideal for preparing meals after a day of water activities.

Additionally, the nearby Sebago Lake State Park provides further options, where you can find charming cabins that boast proximity to sandy beaches and hiking trails. These rentals typically include outdoor grills, picnic areas, and access to hiking paths that lead to scenic lookouts over the lake.

The town centre of Raymond also features local shops and restaurants, enhancing convenience for travellers.
Where are the best Raymond ski resort rentals?
For renting accommodations near the ski resorts in Raymond, Maine, the area around the Pleasant Mountain ski area is ideal. Located just a short drive away, this region offers various rental options, including cosy cabins and spacious chalets that cater to families and groups. Many of these properties come with amenities such as fireplaces, fully equipped kitchens, and outdoor decks, great for enjoying the winter scenery after a day on the slopes.

In the immediate vicinity, the towns of Naples and Bridgton also present additional rental opportunities. Here, visitors can find charming lakeside cottages that provide a tranquil retreat, with some featuring hot tubs and access to private docks along the shores of Long Lake. These properties usually offer a combination of comfort and convenience, with local shops and restaurants within easy reach.

For those looking to enjoy both skiing and the beautiful Maine outdoors, the area around Sebago Lake offers hiking trails and winter activities, making it a great base for exploring the winter landscape. Accommodations in this region often include amenities such as laundry facilities and ski storage, ensuring a comfortable stay for winter sports enthusiasts.
What is the most popular type of vacation rental accomodation in Raymond?
In Raymond, vacation houses are the most popular type of vacation rental, with around 296 available throughout the area. These spacious properties are often set in picturesque locations, offering amenities such as fully equipped kitchens, large living areas, and outdoor decks or patios, ideal for enjoying the scenic views of the surrounding lakes and forests. Additionally, there are approximately 192 cottages that provide a charming, rustic experience, typically featuring cosy interiors and easy access to nature. For those seeking a more rustic retreat, around 60 cabins are also available, often located in wooded areas, complete with fireplaces and outdoor fire pits for gatherings under the stars.
Are there any family house rentals in Raymond?
In Raymond, Maine, there are numerous family-friendly rental homes available, with around 106 options to choose from. The area offers a variety of spacious rooms suitable for families, often featuring amenities such as full kitchens, ample living spaces, and outdoor areas where children can play. Many properties also provide comforts like Wi-Fi and air conditioning, ensuring a pleasant stay for all.

Situated near the stunning Sebago Lake, visitors can enjoy a wealth of outdoor activities, including swimming, fishing, and hiking. The nearby town centre offers local shops and dining options, making it convenient for families to explore the local culture and cuisine.
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 or hot tubs, with approximately 23 options to choose from. This picturesque area, located near the shores of Sebago Lake, offers a serene retreat for travellers looking to unwind. Many of the rental properties come equipped with private pools, hot tubs, and spacious outdoor decks, ideal for family gatherings or relaxing evenings under the stars.

You can expect amenities such as fully equipped kitchens for preparing family meals, comfortable living areas, and often beautiful views of the surrounding nature. Some homes may also include access to nearby beaches or hiking trails, adding to the outdoor experience.
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. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Raymond?
In Raymond, Maine, there are numerous pet-friendly house rentals available, providing a welcoming environment for travellers with pets. Many of these properties come equipped with amenities such as spacious yards, fully equipped kitchens, and comfortable living areas, making them ideal for families or groups seeking a relaxing getaway.

The area is known for its stunning natural beauty, with easy access to various outdoor activities. Nearby Sebago Lake offers opportunities for swimming, fishing, and hiking, while the surrounding landscapes are superb for leisurely walks with pets.
Are there any remote work vacation rentals in Raymond?
In Raymond, Maine, there are numerous vacation rentals suitable for remote work, with around 560 options available. Many of these properties come equipped with essential amenities such as reliable Wi-Fi, dedicated workspaces, and comfortable rooms, allowing for a productive environment while enjoying a tranquil getaway.

The area is known for its beautiful lakes and scenic landscapes, providing a lovely backdrop for breaks from work. Renting a home near Sebago Lake offers opportunities for outdoor activities, including hiking and fishing, while still being able to maintain a work-life balance. 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 travellers 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, popular vacation rental amenities include kitchens, which allow guests to prepare their own meals, and decks or patios that provide outdoor spaces for relaxation and enjoying the scenic views. Onsite parking is also a common feature, making it convenient for travellers with their own vehicles. Additionally, many rentals come equipped with coffee and tea makers for a comfortable start to the day. Given Raymond's picturesque lake location, some properties might offer direct access to the lake, enhancing the overall experience for those looking to enjoy water activities or simply relax by the shore.
When is the best time to visit Raymond for a vacation rental?
The best time to visit Raymond for a vacation rental is during the peak season from June to August, with July being particularly popular. This vibrant summer period invites visitors to enjoy the beautiful lakes, outdoor activities, and the welcoming community atmosphere. With warm temperatures averaging between 20 to 30 degrees Celsius, you can indulge in swimming, kayaking, and hiking, all while soaking in the stunning natural beauty of the area.

During these summer months, Raymond buzzes with activity, making it ideal for travellers. You can explore the picturesque Sebago Lake, which offers an array of water sports and picnic spots great for relaxation. The local farmers' markets and community events add to the lively experience, allowing you to engage with locals and sample fresh produce.

For those looking for a more budget-friendly option, November presents a quieter and more affordable time to visit. While the weather cools down, averaging around 0 to 10 degrees Celsius, it provides a peaceful escape and an opportunity to enjoy the area's natural beauty without the summer crowds. This month is great for those who appreciate a slower pace and the charm of autumn in New England.
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?
In Raymond, Maine, visitors can enjoy a range of attractions that highlight the area's natural beauty and outdoor activities. The stunning Sebago Lake is a major draw, offering opportunities for swimming, boating, and fishing, with several parks and beaches lining the shore. The Raymond Village area has charming shops and local eateries, making it a pleasant spot to explore.

For those interested in hiking, the nearby Raymond Community Forest provides well-marked trails that allow for peaceful walks amidst the woods. Additionally, the picturesque views from the summit of Mount Tire'm, which is just a short drive away, are not to be missed, especially during the fall when the foliage is vibrant.

The area also hosts various seasonal festivals and events, showcasing local artisans and community spirit.
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 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 travellers 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 cosy cabin or a beach house, 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.

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, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, 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 organising 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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