Raymond holiday lettings

We found 839 holiday rentals — enter your dates for availability
Select from 89 homes, 54 cottages and other holiday rentals in Raymond to find one that's perfect for your trip. Whether you're travelling with family, friends or just your furry companion, holiday rentals have the best amenities for spending time at your holiday home, including parking and a TV. You'll be sure to find a property to rent that has what everyone needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts – Raymond

Showing deals for:25 Dec - 1 Jan

Interior
Coffee deck off downstairs master bedroom
Exterior
view from cabana room door
Exceptional
(46 reviews)

Crescent Lake Lakefront gorgeous sunsets, outdoor firepit , big dock, swim float

Raymond

8% off
£4,383
for 7 nights, 1 home
£626 per night
includes taxes & fees
Crescent Lake Lakefront gorgeous sunsets, outdoor firepit , big dock, swim float
Exterior
View of deck and lake from living room window.
Dining area with view of lake.
View from kitchen table.
Exceptional
(40 reviews)

Moose Pond Denmark ME, Lakefront Cottage with Dock, Sleeps 5

Denmark

12% off
£1,587
for 7 nights, 1 cottage
£227 per night
includes taxes & fees
Moose Pond Denmark ME, Lakefront Cottage with Dock, Sleeps 5
Downtown Naples along the Causeway
Patio
Interior
Main floor living room
Exceptional
(49 reviews)

Luxury English Country Home

Naples

8% off
£4,318
for 7 nights, 1 home
£617 per night
includes taxes & fees
Luxury English Country Home
View from 2nd floor deck
Library to read a book with a cool breeze from the water!
View of the river that leads into Sebago Lake.
Visit for the holidays!
Exceptional
(164 reviews)

Leave it All Behind! 4-Season Sebago Lake Area, Kayak, Canoe & Fish, Pets Free!

Naples

8% off
£869
for 7 nights, 1 cottage
£124 per night
includes taxes & fees
Leave it All Behind! 4-Season Sebago Lake Area, Kayak, Canoe & Fish, Pets Free!
Room
Living area
Exterior
Property grounds
Exceptional
(11 reviews)

Luxury Lakefront home on Sebago Lake W/ Sandy Beach

Raymond

7% off
£4,760
for 7 nights, 1 home
£680 per night
includes taxes & fees
Luxury Lakefront home on Sebago Lake W/ Sandy Beach
... or work on the kitchen island.
The newly renovated lakeside deck is the hub of activity Spring, Summer & Fall.
Check out this view of the house at dusk in March ... such tranquility.
The new kitchen has everything needed to prepare a meal and feed eight.
Exceptional
(78 reviews)

Tranquil, Serene Sebago Lakefront House on 2 Wooded Acres - 300ft Waterfront!

Casco

8% off
£4,609
for 7 nights, 1 home
£658 per night
includes taxes & fees
Tranquil, Serene Sebago Lakefront House on 2 Wooded Acres - 300ft Waterfront!
Exterior
Private kitchen
Living area
Outdoor dining
Exceptional
(6 reviews)

Lakefront 15 mins from Portland with Private Beach and Fenced in Yard

Windham

20% off
£3,891
for 7 nights, 1 home
£556 per night
includes taxes & fees
Lakefront 15 mins from Portland with Private Beach and Fenced in Yard
Just a walk down to the sandy beach
Private kitchen
Living area
Interior
Exceptional
(15 reviews)

House at Sunshine- Long Lake, 5 min walk to causeway

Naples

7% off
£1,974
for 7 nights, 1 home
£282 per night
includes taxes & fees
House at Sunshine- Long Lake, 5 min walk to causeway
Interior
Terrace/patio
Interior
Interior
Exceptional
(9 reviews)

LUX Designer Private Waterfront Crooked River SEBAGO - GLASS WALLS - Huge Yard

Naples

8% off
£4,012
for 7 nights, 1 home
£573 per night
includes taxes & fees
LUX Designer Private Waterfront Crooked River SEBAGO - GLASS WALLS - Huge Yard
Interior
Property grounds
Interior
Interior
Exceptional
(10 reviews)

Peaceful Lakeside Oasis Near City Amenities

Windham

8% off
£2,048
for 7 nights, 1 home
£293 per night
includes taxes & fees
Peaceful Lakeside Oasis Near City Amenities
Kitchen/breakfast bar
Outdoor dining
Living room
Exterior
Exceptional
(22 reviews)

Spacious country house near lakes and skiing, convenient to downtown Bridgton.

Bridgton

12% off
£1,792
for 7 nights, 1 home
£256 per night
includes taxes & fees
Spacious country house near lakes and skiing, convenient to downtown Bridgton.
Quiescent town of Bridgton, ME. Only13 minutes drive from Vacationland Retreat.
New in 2024: solar lights to complement the cozy experience our fire pit offers.
Blooming rockery in the back yard.
Eat-in breakfast bar with granite countertops and bar stools.
Exceptional
(33 reviews)

Vacationland Retreat Lake House w/private dock near Pleasant Mnt Cranmore Sebago

Denmark

9% off
£1,847
for 7 nights, 1 home
£264 per night
includes taxes & fees
Vacationland Retreat Lake House w/private dock near Pleasant Mnt Cranmore Sebago
Property grounds
Private kitchen
Exterior
Property grounds
Exceptional
(25 reviews)

Modern Mountain Home- Family Friendly Close to Moose Pond / Pleasant Mountain

Bridgton

12% off
£1,679
for 7 nights, 1 home
£240 per night
includes taxes & fees
Modern Mountain Home- Family Friendly Close to Moose Pond / Pleasant Mountain
Space for shoes and coats before going upstairs into the living space.
Walk around behind the garage to access the apartment.
Your private deck and entrance.
Room
Exceptional
(19 reviews)

Private studio nestled in woods outside Portland

Westbrook

13% off
£1,150
for 7 nights, 1 apartment
£164 per night
includes taxes & fees
Private studio nestled in woods outside Portland
nearby attraction
one of our two decks
kitchen table
kitchen
Exceptional
(82 reviews)

☼ Maine Lakefront Getaway ☼

New Gloucester

8% off
£1,381
for 7 nights, 1 home
£197 per night
includes taxes & fees
☼ Maine Lakefront Getaway ☼

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Why people love visiting adventurous Raymond

Learn about the unique charm of Raymond with a stay in a holiday home rental. This city has something for everyone. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Sightseeing in and around Raymond

Are you looking for attractions to visit in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that Raymond has to offer. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Point Sebago Golf Resort (4.2 mi / 6.8 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)
  • Woodland Valley Disc Golf (21.6 mi / 34.7 km)
  • Blacksmiths (2.6 mi / 4.3 km)

Exploring the natural landscape of Raymond

Whether you're looking for exciting outdoor activities or just want to appreciate the scenery, you'll be sure to find the perfect setting for your holiday in Raymond. These are some of the area's most eye-catching features, all within 30 miles (48.2 km) of the city centre:

  • Panther Pond (1.9 mi / 3 km)
  • Little Sebago Lake (3.2 mi / 5.1 km)
  • Crescent Lake (4.4 mi / 7.1 km)
  • Sebago Lake (5.1 mi / 8.2 km)
  • Thompson Lake (11.8 mi / 18.9 km)
  • Long Lake (13.4 mi / 21.6 km)

Transport 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 centre. If you're unable to find a flight that fits your schedule, you could also fly into Portland, ME (PWM-Portland Intl. Jetport), which is 19.2 mi (31 km) away.

Frequently asked questions

What is the best area to stay in Raymond when booking a holiday rental?
When considering a holiday 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 holiday home in Raymond?
Prices for holiday 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 holiday 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 holiday rental accomodation in Raymond?
In Raymond, holiday houses are the most popular type of holiday 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 holiday home with a pool or hot tub in Raymond?
In Raymond, Maine, there are plenty of holiday 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 holiday rentals in Raymond?
A long-stay holiday 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 holiday rentals in Raymond?
In Raymond, Maine, there are numerous holiday 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 holiday rentals with parking?
Vrbo offers a wide selection of holiday 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 holiday 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 holiday rental?
The best time to visit Raymond for a holiday 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 holiday rental?
Book your Raymond holiday 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 holiday 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 holiday 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 holiday 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, 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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