
Waterfront holiday rentals in Raymond
Find and book unique waterfront accommodation on Airbnb
Quick stats about waterfront rentals in Raymond

Total holiday rentals
Explore 140 holiday rentals in Raymond

Nightly prices starting at
Raymond holiday rentals start at $173 AUD per night before taxes and fees

Verified guest reviews
Over 4,780 verified reviews to help you choose

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

Pet-friendly accommodation
Find 50 rentals that welcome pets

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wi-Fi availability
140 of Raymond holiday 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 waterfront accommodation in Raymond
Guests agree: These waterfront accommodation options 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.

Luxury Year-round Treehouse with private hot tub
The Canopy is one of 5 luxurious tiny homes that make up Littlefield Retreat, a tranquil woodland village of 3 treehouses and 2 hobbit houses – each with its own private hot tub and dock. To see all five dwellings, click on the photo to the left of “Hosted by Bryce”, then click “Show more…”. This 15-acre forest retreat on Littlefield Pond offers our guests an experience that feels like a trip up to the woods of northern Maine, but is closer to home and to all the attractions of southern Maine.

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.

As Unique as they come!
We hope you're sitting down. This unique place has a style all its own. If you want to stay in a place that has you talking about it for years to come then look no further. Hot tub with moving roof ✔ Cinema screen for a TV ✔ Fire pit along a small flowing stream ✔ Dog friendly ✔ 2 indoor fireplaces ✔ Surround sound system ✔ Quirky & thoughtful decor ✔ The longer you stay the more you will discover in this home that takes the otherwise ordinary and turns it in to something truly remarkable.

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.

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.

StreamSide Getaway- HOT TUB / AC/ Wi-Fi
The Streamside Getaway offers a luxurious glamping experience in a new solar and wind-powered Geodome. Equipped with custom furniture, new hot tub,luxury appliances, free high speed wifi, AC/Heat Unit and modern bathroom and kitchen facilities, guests can enjoy a homely and comfortable stay in nature. A glamping site built in 2022 offers a contactless check-in process with a custom key code. Additionally, we have added archery, axe throwing, and kayaks to enhance your outdoor activity!

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.

Writers Cabin in the Woods with Sauna!
Nestled in the woods and on Adams Pond with new wood fired sauna! The cabin feels totally hidden away but is less than 10 minutes to Bridgton and Naples, hiking, beaches and restaurants. The woods are beautiful and peaceful and the pond is just down a mossy path. Great for couples or a weekend away. Large deck with grill and outdoor shower, firepit. There is a shared dock on the pond for swimming, fishing, or just enjoying the view as well as a canoe and 2 kayaks, and a paddle board.

Rustic, cozy cabin on Sebago Lake. A hidden gem.
Step out of the screened in patio to lakeside relaxation. Dive into crystal waters, snorkel or float with a cool beverage. Kayak or canoe out to Turtle Cove and enjoy the wildlife in this natural waterway teeming with birds to include our resident Blue Heron, ducks, geese, and loons who make this place their home. We have the fortune of bald eagles in several tall pines. Turtles sunning on doting rocks and lily pads in bloom greet us each day. It is a natural water landscape.

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 waterfront rentals
Waterfront apartment accommodation

Crow's Nest

Shore House, Posey Unit - Ocean Front Property

White Mountains Riverfront Studio

Stone Mountain Guest House 2nd Floor Apt.

Surrounded by Recreation (2)

Penthouse Two Master Waterfront Suite with Rooftop

Beekeeper's Cottage- Peaceful,Quiet - Ocean Front

Beautiful West End Apartment
Waterfront house rentals

Oceanfront Escape • Walk to Beach • Sleeps 14

Lakehouse Retreat on Jordan Bay, Sebago Lake

Beautiful lake-side home close to Portland Maine

Stone Isle. 8 acres next 2 little john preserve.

Cottage with private beach access to sebago lake

Waterfront| Outdoor Sauna| Ski| Mountains| Firepit

37(A) Shore Rd, Raymond ME

Lake front home on Little Sebago
Waterfront condo accommodation

Charming, newly remodeled space atop Munjoy Hill.

Luxury Beach Front Condo! Prime Location!

Don’t miss out, book your ski trip now!

Oceanfront Condo with Awesome Views

Brand new unit 45 Steps to the beach! Sleeps 4

The Brunswick

Attractive 1 bedroom cabin only 50 ft from beach#1

Peaceful Pines Saco River Getaway
When is the best time to visit Raymond?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $468 AUD | $483 AUD | $504 AUD | $415 AUD | $440 AUD | $457 AUD | $576 AUD | $597 AUD | $445 AUD | $416 AUD | $441 AUD | $411 AUD |
| 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 |
Destinations to explore
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- Rentals with beach access Raymond
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- Family-friendly rentals Raymond
- Rentals with a fire pit Raymond
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- Rentals with lake access Raymond
- Pet-friendly rentals Raymond
- Rentals with a fireplace Raymond
- Waterfront rentals Cumberland County
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- Sebago Lake
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- Story Land
- Popham Beach, Phippsburg
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- Crescent Beach State Park
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- Pleasant Mountain Ski Area
- Diana's Baths





