
House vacation rentals in Raymond
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Quick stats about house rentals in Raymond

Total vacation rentals
Explore 130 vacation rentals in Raymond

Nightly prices starting at
Raymond vacation rentals start at G$10,463 GYD per night before taxes and fees

Verified guest reviews
Over 3,350 verified reviews to help you choose

Family-friendly vacation rentals
120 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 50 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
130 of Raymond vacation rentals include wi-fi 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!
Top-rated house rentals in Raymond
Guests agree: these houses are highly rated for location, cleanliness, and more.

Lake House+Dock Access+Firepit+Gameroom+Sleeps 10
Escape to our 3-bedroom, 1.5-bath (+outdoor shower) lake house nestled on the serene shores of Raymond Pond. This idyllic retreat offers a perfect blend of comfort, modern amenities, natural beauty, lake toys and indoor game room, making it an ideal destination for families, friends, or couples seeking a peaceful getaway. Sleeps 10: - Bedroom 1 (Main Floor): Queen bed - Bedroom 2 (Main Floor): Queen bed - Bedroom 3 (Upstairs Loft): Four Twin beds - Living Room (Ground Floor): Queen Sleeper Sofa

Kayak to the Causeway-50s cottage with modern vibe
Find out why the Maine life is the best life at Moonstone Cottage. Play on the shores of Long Lake, stroll the Naples Causeway, eat your way around Portland, and hike the mountains of western Maine before coming home to relax around the fire pit, lounge on the deck, and get a feel for the way life should be. Kayaks are waiting for you on the private association beach, or rent a boat from the marina to explore 40 miles of open water. Restaurants, live music, and the market are a short walk away.

Moss House: A Modern Waterfront Cabin in the Woods
Featured in VOGUE and Maine Home + Design, this modern, handcrafted cabin offers calm Atlantic views, 150 feet of shoreline, and a private dock, perfect for morning coffee, launching a kayak, or watching seals, seabirds, and passing boats. Set among tall pines, it blends Nordic and Japanese influences in a space that is calm and composed. Interiors of wood, stone, lime plaster, and concrete form a grounded, quietly expressive, and sustainably built retreat. 1hr from Portland, but a world apart.

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.

Cozy Family Home with Beach Access
Complete remodel with access to a private beach, boat ramp, and dock. This charming open floor plan ranch features 3 bedrooms, 1 bath, fireplace, 1st floor laundry, granite countertops, new appliances, and a lovely porch. Enjoy a large sandy beach area with picnic tables and kayak rack. The water gradually deepens, perfect for families. Close to 2 marinas, a restaurant, and a sandwich shop. Professionally remodeled with all new systems and finishes. Essentially a new home in a prime location.

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

*1MMview*Bar,Hot Tub,3mins2Pleasant Mnt, Pool tab.
This special, completely renovated place can host your family gathering or group of friends in an inviting setting. This unique house with a private bar, spa, and a pool table will satisfy all your vacation needs! Located close to everything, but absolutely quite and private 20 acres property! It is situated on a ridge with a spectacular mountain view. Our house offers comfort & entertainment. The property will give you the full vacation in the woods experience. This is just what you need!

The Modern Lakehouse
This modern lakehouse is situated on Hogan Pond in Oxford Maine. Here you can stay with all the comforts of a beautiful lakehouse built in 2020 while being feet from the water. This is a great place to vacation whether you prefer the private sandy beach, the A/C inside complete with Smart TV cable and Wifi, or the hottub! Sip a drink at the bar while watching the game or use the grill on the deck but be sure to use the built in sound system to play your music throughout the house and deck.

LUX Designer Private Waterfront Hot Tub - Secluded
Escape to a luxurious, privately designed glass-walled waterfront cabin on 3+ secluded acres along the Crooked River in Naples, Maine. The river wraps around, offering total privacy, your own sandy beach, dock with direct Sebago Lake access, and state park minutes away. Unwind in the year-round hot tub, outdoor shower, hammocks, or by the see-through fireplace. Luxe bath with heated floors, huge walk-in shower w/ scenic window. AC, pets welcome. Perfect peaceful retreat—come recharge!

Mirror Pond Cottage
A sweet space on a pond, this cottage is perfect for those looking for a quiet getaway. We offer swimming, kayaks and a canoe, life jackets along with a raft to float on. Endless fun in the water, with no motors to be heard. This is a quiet spot and we would hate to be responsible for ruining that. We are family friendly and kids are welcome, but please leave the party at the casino (5 minutes away)! The waterfront is sandy and shallow, perfect for young ones to splash around in.

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
Popular amenities for Raymond house rentals
House rentals with a pool

Treehouse Farm - Sebago

The Lodge at Hidden Pines

Cottage on 50 Acres | Lakeside + Pool + Hot Tub

Ski Chalet|Ping-Pong|Fire Pit|5 min -> Slopes

Farmhouse: Hot Tub, Mini Golf, Pickleball, POOL

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

Downtown North Conway private pool-hot tub

There's No Place Like Home
Weekly house rentals

The Lazy Hummingbird - Little Sebago Home w/ Sauna

Lakehouse Retreat on Jordan Bay, Sebago Lake

Maine Vacation Home on the Water

cozy 3 bedroom ranch with deck and screen porch

Little Sebago Lake with boat dock

Waterfront Vacation Retreat with lots of Amenities

37(A) Shore Rd, Raymond ME

Arthur's Place • Sebago Lakefront • Near Windham
Private house rentals

The Old Bell Tavern - Luxurious Historical Home

Trickey Moose Family Retreat | Fire Pit Kayaks

Private 4-Season Home – Quiet Side of Sebago Lake

Windham Lake Retreat | Knotty Pine Cabin Fire pit

Sebago Lake family friendly escape w dock, dogs ok

The Birches on Long Lake at Rickers Resort

Lakefront, Swim, Fish, Kayak, FirePit

Kettle Cove Beach Access Sebago Lake
When is the best time to visit Raymond?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$68,217 GYD | G$81,399 GYD | G$78,470 GYD | G$61,730 GYD | G$73,239 GYD | G$74,703 GYD | G$81,609 GYD | G$90,188 GYD | G$65,706 GYD | G$57,545 GYD | G$61,311 GYD | G$57,545 GYD |
| 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 |
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- Rentals with beach access Raymond
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- Rentals with a fire pit Raymond
- Rentals with a kayak Raymond
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- Rentals with lake access Raymond
- Family-friendly rentals Raymond
- Pet-friendly rentals Raymond
- Beachfront rentals Raymond
- Rentals with a patio Raymond
- Rentals with a fireplace Raymond
- Waterfront rentals Raymond
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- Sebago Lake
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