
Holiday houses in Raymond
Find and book unique accommodation on Airbnb
Quick stats about holiday rentals in Raymond

Total holiday rentals
Explore 280 holiday rentals in Raymond

Nightly prices starting at
Raymond holiday rentals start at $87 NZD per night before taxes and fees

Verified guest reviews
Over 8,150 verified reviews to help you choose

Family-friendly holiday rentals
230 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 110 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
120 properties have a dedicated workspace

Wi-Fi availability
280 of Raymond holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Gym, BBQ and Laptop-friendly workspace across Raymond rentals

4.9 Average rating
Raymond stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated holiday rentals in Raymond
Guests agree: these stays are highly rated for location, cleanliness and more.

Relax by a Quiet Lake
Charming lakeside cottage only 29' from the water on Panther Pond, w/65' of private waterfront. The cottage is a 3-season, classic L.C. Andrews log-sided Maine summer lake home. Cozy atmosphere and a wonderful enclosed porch with amazing waterfront views. Enjoy fishing off the dock, hiking, canoeing, campfire, and exploring surrounding areas. Air conditioning units will ensure your comfort on warm summer nights and high-speed internet will keep your devices connected. Furnishings are family mix.
ValueFamilyParking
4.93 out of 5 average rating, 136 reviews
Lovely Lakefront Cottage - Book Your Fall GetAway!
Whether you’re craving a peaceful retreat or a winter adventure, this lakefront cottage has everything you need to create unforgettable memories. Cozy up by the fire, snowshoe the lake, or simply soak in the serene beauty of the season. Embrace the charm of winter on the lake, the perfect getaway for families, couples, or solo adventurers. Don't wait for summer to fall in love with this hidden gem. NOTE: Winter & Spring guests should be comfortable navigating winter weather/seasonal conditions.
ValueLocationKitchen
5.0 out of 5 average rating, 98 reviews
Lake front home on Little Sebago
Relax with up to 8 guests at this peaceful water front cottage. Located on the water, just steps away from Little Sebago’s Upper bay/middle lake area. Enjoy the loons. Sit by the camp fire and roast marshmallows. Take the kayaks out for a paddle or just relax. by the dock. This lake front property offers outdoor space for everyone. ADA compliant ramp in garage and larger doors 1st flr 10 mins from Windham 15 mins from 95 exit in gray 20 mins from Naples (long lake) 40 mins from Portland
FamilyLocationAmenities
5.0 out of 5 average rating, 15 reviews
Edgewater Retreat - Lakefront w/Sauna & EV Charger
Welcome to Edgewater Retreat! This custom-built cottage features lakefront views and access to three beaches: secluded pocket beach in front of cottage, boaters beach with docks, and a full sun sandy bottom swim beach. Enjoy an unforgettable Maine vacation. Paddlecraft on the water, lounge in the hammocks, S'mores by the campfire, canoe to nearby island for offshore yoga, and gril with friends & family. In winter, enjoy ice fishing and kids enjoy snow sledding on adjacent hill.
LocationValueLaundry
4.81 out of 5 average rating, 120 reviews
Renovated New Waterfront Cottage on Crescent Lake!
Renovated Spring 2026 this stunning open concept cottage displays Crescent Lake views. Stylish bright whites and blue hues, this waterfront escape features a sleek kitchen of black stone & private master queen includes large windows to take in the lake from bed. All bathroom fixtures are new; smart shelving and hooks throughout for convenience. A sturdy set of stairs leads to the dock and double kayak; lake is sandy! Fire circle in adjoining wooded lot. Loons! Truly, a slice of Heaven!
FamilyLocationAccess
4.89 out of 5 average rating, 9 reviews
The Great Escape - Picturesque Sebago Lake
Experience an intimate home with stunning Sebago Lake views. This inviting retreat features 4 bedrooms and 8 beds, ensuring a restful stay for up to 12 guests. The enormous kitchen island is perfect for gathering, whether preparing a family feast or enjoying casual conversations. Snuggle up by the propane fireplace in the living area, or spend evenings around the outdoor firepit, making s’mores under the stars. The breathtaking lake views create a serene backdrop for your vacation.
ValueFamilyCleanliness
4.91 out of 5 average rating, 67 reviews
Cottage with private beach access to sebago lake
The Raymond Cottage is the perfect place for Families, couples and nature lovers. Two Bedrooms, fitted with Queen size beds. The House has been freshly renovated in january/february 2023, with all new furniture. 5 minutes from sebago lake, shopping and dining. Just 30 minutes from Portland, this is the perfect place for your Maine vacation. Access to a little private sand beach just 5 min walking distance down our road, it is shared with all on rd. Brand new shower in march 2025
ValueFamilyLaundry
4.92 out of 5 average rating, 77 reviews
cozy 3 bedroom ranch with deck and screen porch
Discover Maine in this spacious and serene space. Located within 5 miles to Gray turnpike or Windham shopping. On top of Adams hill one mile to Little Sebago lake. Recreational Trails on property for hiking, skiing, biking and 4 wheeling. It is advised to check ATV clubs and snowmobile clubs before deciding to come just for those activities, Ocean beaches, Old Port shopping dining and lake access near by. Great central location looking for space while visiting friends or family.
ValueLocationWi-Fi
4.98 out of 5 average rating, 90 reviews
Gorgeous 1BR apartment, walk to Sebago Lake
Centrally located in the Sebago Lake region, this spacious 1BR apartment is the perfect home base for your Southern Maine adventures! Just a 30 minute drive to Portland, this location also provides great access to skiing, swimming, hiking, snow-tubing, coastal exploring, outlet shops in Freeport and North Conway, and the White Mountains of New Hampshire. A full modern kitchen and bath, with an additional fold-out sofa in the living room. Second floor above a daytime business.
LocationKitchenAmenities
4.96 out of 5 average rating, 23 reviews
Spacious Lakehouse +Private Dock+Firepit+Kayaks
Welcome to Salmon Point Lodge on beautiful Panther Pond in Raymond, Maine! Nestled on 3 serene acres shared with the friendly owners, this spacious 2,800 sq. ft. home offers the perfect mix of rustic charm and modern comfort. Whether you’re looking for a peaceful getaway or an outdoor adventure, this property has it all including: -Private Dock -Fire Pit -Complementary Kayaks -BBQ Grill -Indoor Fireplace -Ping Pong Table & Board Games -Washer & Dryer -Fully Equipped Kitchen
FamilyLocationView
4.97 out of 5 average rating, 32 reviews
Waterfront Gem walkable to Restaurants!
Waterfront Oasis on Pettingill Pond. You couldn't get any closer to the water, it's steps away. There are 3 Kayaks, and a paddleboat, firepit and dock for guest use! This a great spot for swimming and watersports! This home has been newly renovated, the effect results in a simple, stylish, comfortable space for guests to enjoy. Walk to Lakeside Tavern, or Bob's Seafood for a fish taco! This is a piece of paradise on sweet Pettingill Pond in the heart of Windham.
FamilyValueWalkability
4.95 out of 5 average rating, 204 reviews
Beautiful Lakefront View, on Sebago Lake
Relax with the whole family at this peaceful place to stay. Enjoy spending all day at the beach with direct access from the house or cozy up with a book or play games at the fireplace. This home is a comfortable relaxed environment for your family and friends. It's a cozy rustic feel on the inside with three bedrooms, a bathroom, living room and family room. It also has a bonus area in the basement that is unfinished to hang out straight from the lake.
LocationFamilyBathroom
5.0 out of 5 average rating, 15 reviewsPopular amenities for Raymond holiday rentals
Other great holiday rentals in Raymond

Luxurious Sebago Lake Cabin
LocationValueCondition
4.92 out of 5 average rating, 37 reviews
Lake House+Dock Access+Firepit+Gameroom+Sleeps 10
LocationValueBackyard
4.98 out of 5 average rating, 44 reviews
Coveside on Little Sebago
FamilyLocationHeating
5.0 out of 5 average rating, 27 reviews
La Casita: Little Sebago Lake with hot tub!
FamilyLocationAmenities
5.0 out of 5 average rating, 34 reviews
Waterfront Vacation Retreat with lots of Amenities
FamilyLocationCheckout
4.92 out of 5 average rating, 26 reviews
New House on Big Sebago w/ Private Water Frontage!
FamilyValueView
5.0 out of 5 average rating, 48 reviews
Maine Vacation Home on the Water
FamilyLocationOutdoor spaces
5.0 out of 5 average rating, 67 reviews
Tri-Lake Escape: Brandy Pond
LocationFamilyComfort
5.0 out of 5 average rating, 27 reviewsWhen is the best time to visit Raymond?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $461 NZD | $494 NZD | $489 NZD | $480 NZD | $498 NZD | $506 NZD | $609 NZD | $592 NZD | $494 NZD | $471 NZD | $480 NZD | $480 NZD |
| Avg. temp | -6°C | -4°C | 1°C | 6°C | 12°C | 18°C | 21°C | 20°C | 16°C | 10°C | 4°C | -2°C |
Frequently Asked Questions
Are there vacation rentals with a dedicated workspace in Raymond?
Yes! Work meets play with ease at over 120 vacation rentals in Raymond featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there Raymond vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Raymond, available on Airbnb. Make a splash and soak up the sun in style!
Are there family-friendly cottage rentals in Raymond?
Raymond has more than 50 family-friendly cottage rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in apartment rentals in Raymond?
Experience the best of Raymond with our apartment rentals, starting at about $90 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Raymond have air conditioning?
Absolutely! We offer over 120 house rentals with air conditioning in Raymond. Enjoy a tailored experience with all the comforts you desire.
Do cabin rentals in Raymond have wifi?
Absolutely! We offer over 30 cabin rentals with wifi in Raymond. Enjoy a tailored experience with all the comforts you desire.
Do cabin rentals in Raymond have a bbq area?
Absolutely! We offer over 30 cabin rentals with a bbq area in Raymond. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Raymond have a gym?
Absolutely! We offer over 10 house rentals with a gym in Raymond. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Cottage Rentals in Raymond?
Enhance your stay in our Cottage Rentals with the most popular amenities: over 30 homes with air conditioning, over 40 homes with a bbq area, over 50 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there pet-friendly vacation rentals in Raymond?
Four-legged friends are welcome in Raymond. Choose from more than 110 vacation rentals for guests traveling with pets.
Destinations to explore
- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Story Land
- Popham Beach, Phippsburg
- Willard Beach
- Scarborough Beach
- Cape Neddick Beach
- Footbridge Beach
- Sunday River Resort
- Pemaquid Beach
- Pemaquid Point Lighthouse
- Coastal Maine Botanical Gardens
- Cranmore Mountain Resort
- Hills Beach
- Gooch's Beach
- East End Beach
- Fortunes Rocks Beach
- Pleasant Mountain Ski Area
- Conway Scenic Railroad
- Popham Beach State Park
- Wolfe's Neck Woods State Park
- Attitash Mountain Resort
- Crescent Beach State Park





