
House holiday rentals in Raymond
Find and book unique houses on Airbnb
Top-rated house rentals in Raymond
Guests agree: these houses are highly rated for location, cleanliness and more.

LUX Designer Private Waterfront Hot Tub - Secluded
Waterfront GLASS cabin with privacy professionally designed, escape to somewhere really special. Crooked river acres surrounding the house with the river wrapping around the property. Dock with direct access to Sebago lake and state park just minutes away, Outdoor shower, hot tub, hammocks, BIG walk-in shower w/ window. Heated bath floors, ac. See through Fireplace. The property has its own sandy swimming beach, pets are welcome. Come enjoy privacy and the space to run around seconds to Sebago.

Beautiful lakehouse 2.5 hrs Boston, 40 mins Portland
Beautiful lake living: 2.5 hours from Boston, 40 min. from Portland. This cozy 2-bedroom home on Lake Sabattus with 110 feet of private lake frontage, sleeps four. All the amenities of home incl. a SS kitchen with newer appliances, air conditioning. Minutes to Lewiston/Auburn - close to dining and stores. Spend your days swimming, canoeing, kayaking and fishing, use our grills or lobster pot to prepare your dinner and relax by the fire pit, toasting s'mores while watching the gorgeous sunsets.

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 Franco's Bistro for from Scratch Italian food, or Bob's Seafood for a fish taco! This is a piece of paradise on sweet Pettingill Pond in the heart of Windham.

Coveside on Little Sebago
Welcome to our lakefront home on Little Sebago Lake in Gray, Maine. Have morning coffee on the patio while listening to wildlife. Kids enjoy the beach with shallow water entry, while boaters appreciate the deeper water at the dock! Westerly view of glorious sunsets. Gardens, wildlife, great star viewing! 7 day minimum in the summer. 4 mi. from Gray Exit #63 of the Maine Turnpike I-95. 2 hrs from Boston. 30 min to Portland or Oxford Casino, 60 min to Shawnee Peak, 74 min to Sunday River.

Beautiful lake-side home close to Portland Maine
A peaceful & charming renovated old home with private dock on Highland Lake, Falmouth Maine, 20 mins from Portland. *Contact us for longer winter availability! **June/July/Aug, Sat-Sat 7 day min Enjoy beautiful sunsets, canoeing, kayaking, paddle-boarding or fishing on the lake. Or take a short drive to downtown Portland, visit Old Port restaurants & bars, local breweries, Freeport outlet shopping, ski resorts, hiking and walking trails, golf courses, indoor/outdoor cinemas, and more!

Thomas Pond, Casco, Maine
Brand new construction -2024. Bring family or friends to this great place with lots of room for four season fun and relaxation. Large deck overlooking water. Directly on Thomas Pond. Kayaks available. Snow shoe or cross country ski directly out front. Snowmobile trails accessible. Great fishing. 11 miles to St. Joseph's College. 26 miles to Portland. 22 miles to Pleasant Mountain. 3 miles to Point Sebago Golf Course. 9 miles to North Windham shopping and restaurants. 6 miles to Naples.

Lakeview Escape on Sebago Lake - All Seasons
Newly renovated 4-bed, 2.5-bath home with stunning Sebago Lake access and Mt. Washington views. Enjoy year-round adventure just 30-40 minutes from ski resorts, 35 minutes to the ocean and Portland’s waterfront, and minutes from top restaurants, boat rentals, snowmobile and ATV trails, hiking, and more. Relax on the deck, explore the outdoors, or cozy up inside with modern comforts. Perfect for families, couples, and adventurers looking for the best of Maine. Book your stay today!

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

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

Best Ski & Lake House
Spectacular, expansive, state-of-the-art log cabin—your ultimate four-season escape. Summer fun (beaches & watersports galore), winter ski trips (just 25 minutes to Pleasant Mountain, formerly Shawnee Peak), & unforgettable year-round gatherings. Chef’s kitchen with two ovens, dining for eight + bar seating, sleeps up to 12 (with 2 king beds), two living rooms, and abundant outdoor dining & lounge space, including a playground - designed to make every moment a memory!

The Barnhouse with hot tub
Get away with your whole family at this peaceful home in the country. Hear the frogs chirping in the pond, birds tweeting in the treetops and watch chickens roam around. Enjoy the clear, starry nights while relaxing in the hot tub or cozying up by the fire. Centrally located between coast and mountains. Head a hour north to take the family hiking or on the slopes to enjoy the mountains. Head 40 minutes south to take in the coast and see the iconic Maine lighthouse.

Sebago Lake Retreat | Views, Fire Pit, Family Fun
Charming 3BR Lakeview Cottage on Sebago Lake Escape to this cozy 3-bedroom, 1-bath retreat with tranquil views of Sebago Lake. Watch stunning sunsets from the deck, gather around the fire pit under the stars, or relax inside the fully equipped, family-friendly cottage. Whether you’re a couple looking for a quiet getaway or a family ready to unplug and recharge, this peaceful spot has everything you need — including Wi-Fi and a Smart TV for added comfort.
Popular amenities for house rentals in Raymond
House rentals with a pool

Treehouse Farm - Sebago

Faith Lane with community pool

Witts' End- quiet neighborhood in Knights Hill

Ski Resorts 15 mins, Updated Family Friendly Condo

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

Walk to Downtown NoCo w Private pool and hot tub!

There's No Place Like Home

Bear Brook House
Weekly house rentals

Rustic Forest Escape

Lake Front Cabin on Desirable Highland Lake

cozy 3 bedroom ranch with deck and screen porch

Freeport Retreat

Sebago Lake Treehouse with Private Beach

Cozy Lakefront Cabin Near Portland

Knotty Pine Cabin in the Pines

Your Trail's End in Maine
Private house rentals

Peaceful retreat in Yarmouth

Sebago Lake, ME *Lakeside*Hot Tub* just renovated

Coastal Maine Waterfront Retreat

Little Sebago Lake with boat dock

The Maine Oasis - Pondfront Home with Sunset Views

Lakehouse with Private Beach on Little Sebago

Captain’s Quarters Seaside Cottage

Exceptional Private Lakefront Retreat | Hot Tub, S
When is the best time to visit Raymond?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £216 | £216 | £220 | £220 | £262 | £267 | £291 | £322 | £235 | £206 | £219 | £206 |
| 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 |
Quick stats about house rentals in Raymond

Total holiday rentals
Explore 140 holiday rentals in Raymond

Nightly prices starting at
Raymond holiday rentals start at £37 per night before taxes and fees

Verified guest reviews
Over 3,430 verified reviews to help you choose

Family-friendly holiday rentals
120 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 50 rentals that welcome pets

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wifi availability
140 of Raymond holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Raymond rentals

4.9 Average rating
Raymond stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Tuckahoe Holiday rentals
- Long Island Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Québec City Holiday rentals
- The Hamptons Holiday rentals
- Capital District, New York Holiday rentals
- Island of Montreal Holiday rentals
- Jersey City Holiday rentals
- Beachfront rentals Raymond
- Rentals with outdoor seating Raymond
- Rentals with beach access Raymond
- Cottage rentals Raymond
- Fitness-friendly rentals Raymond
- Rentals with a fireplace Raymond
- Rentals with a firepit Raymond
- Rentals with a patio Raymond
- Rentals with lake access Raymond
- Rentals with a kayak Raymond
- Rentals with a washing machine and dryer Raymond
- Cabin rentals Raymond
- Waterfront rentals Raymond
- Pet-friendly rentals Raymond
- Family-friendly rentals Raymond
- House rentals Cumberland County
- House rentals Maine
- House rentals United States
- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Story Land
- Sunday River Resort
- Scarborough Beach
- Popham Beach, Phippsburg
- Popham Beach State Park
- Pemaquid Beach
- Cranmore Mountain Resort
- Willard Beach
- King Pine Ski Area
- Cape Neddick Beach
- Pemaquid Point Lighthouse
- Gooch's Beach
- East End Beach
- Diana's Baths
- Funtown Splashtown USA
- Crescent Beach State Park
- Coastal Maine Botanical Gardens
- Footbridge Beach
- Pleasant Mountain Ski Area
- Wolfe's Neck Woods State Park
- Palace Playland




