
Holiday rentals with a kayak in Raymond
Find and book unique kayak rentals on Airbnb
Quick stats about holiday rentals with a kayak in Raymond

Total holiday rentals
Explore 110 holiday rentals in Raymond

Nightly prices starting at
Raymond holiday rentals start at $102 SGD per night before taxes and fees

Verified guest reviews
Over 3,280 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 50 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
110 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!
Top-rated rentals with kayak in Raymond
Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.

Waterfront,Hot tub,Private dock,Freshly renovated
Welcome to the freshly renovated Cabin on a Moose Pond!Nestled near the hills of Pleasant Mountain.Enjoy a day at the lake fishing,swimming,skiing,hiking or snowmobiling. In the evening,relax in the new hot tub,watch a movie on the home theater or challenge friends to video games.End your day by the campfire making s’mores by the pond. Spend a lazy day on the hammock or take a day trip to explore regional attractions in beautiful ME and NH. For your safety, the area is under video surveillance.
ValueOutdoor spacesBiking
4.82 out of 5 average rating, 191 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.
Outdoor spacesValueBack garden
5.0 out of 5 average rating, 98 reviews
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.
Outdoor spacesValueHiking
4.98 out of 5 average rating, 188 reviews
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.
LocationValueComfort
4.91 out of 5 average rating, 604 reviews
Sebago Lake Waterfront Studio
Beautiful Lakehouse studio apartment located on Sebago Lake. A perfect spot to take in the gorgeous lake view w/sandy beach. The lake is great for swimming, boating, kayaking, and water activities. Backyard to enjoy lawn games, grill, and relax by the outdoor fire-pit. This space has a cozy modern feel, for a perfect summer vacation or fall leaf-peeping. Located within 40 minutes of Portland and the beautiful Maine coast. This space is furnished to sleep 4. Dock available for $100 per stay.
ValueOutdoor spacesTV
4.96 out of 5 average rating, 105 reviews
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.
ValueLocationSkiing
5.0 out of 5 average rating, 246 reviews
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!
Outdoor spacesLocationGrill
4.97 out of 5 average rating, 199 reviews
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.
Outdoor spacesLocationAmenities
4.92 out of 5 average rating, 149 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.
ValueLocationCheckout
4.91 out of 5 average rating, 67 reviews
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.
ValueLocationWifi
4.93 out of 5 average rating, 183 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
Outdoor spacesLocationShared spaces
4.97 out of 5 average rating, 32 reviews
The Chalet~ 4 bed Lakefront Family Vacation
Welcome to your secluded slice of paradise on the shores of Sebago Lake! Nestled amidst towering pines and overlooking the tranquil waters of Seabgo Cove, our 4-bedroom waterfront chalet promises a serene escape like no other. Whether you're seeking adrenaline-pumping thrills from the local excursions, or peaceful moments surrounded by nature and a book, The Chalet offers endless opportunities for unforgettable experiences and cherished memories in the heart of Naples.
Outdoor spacesLocationKitchen
4.96 out of 5 average rating, 124 reviewsPopular amenities for kayak rentals in Raymond
House rentals with a kayak

The Loons' Nest: Lakefront oasis w/ hottub
LocationOutdoor spacesLaundry
4.91 out of 5 average rating, 124 reviews
Charming Historic Freeport House
Outdoor spacesLocationNearby
4.89 out of 5 average rating, 114 reviews
Lake front home on Little Sebago
LocationOutdoor spacesPets
5.0 out of 5 average rating, 15 reviews
37(B)Shore Road Raymond Maine - Dragonfly Landing
ValueOutdoor spacesKitchen
4.97 out of 5 average rating, 29 reviews
Renovated New Waterfront Cottage on Crescent Lake!
LocationOutdoor spacesAccess
4.89 out of 5 average rating, 9 reviews
Family Camp at Coffee Pond, private home for 8
Outdoor spacesValueAir conditioning
4.97 out of 5 average rating, 70 reviews
Maine Vacation Home on the Water
Outdoor spacesLocationAmenities
5.0 out of 5 average rating, 67 reviews
La Casita: Little Sebago Lake with hot tub!
LocationOutdoor spacesView
5.0 out of 5 average rating, 34 reviewsCottage rentals with a kayak

The Loon's Nest Cottage
Outdoor spacesLocationCheck-in
4.96 out of 5 average rating, 107 reviews
Peaceful Cottage on Maine Flower Farm
LocationOutdoor spacesKitchen
4.97 out of 5 average rating, 187 reviews
Eclectic Lakefront Cottage on Great East Lake
LocationValueCleanliness
4.99 out of 5 average rating, 186 reviews
Thompson Lake, No Cleaning Fee Pine Point Cottage,
Outdoor spacesValueIndoor spaces
4.96 out of 5 average rating, 186 reviews
RiverPine Retreat - Clean & Bright Waterfront Home
Outdoor spacesLocationGetting around
4.84 out of 5 average rating, 195 reviews
Cozy camp near highland lake
LocationValueComfort
4.83 out of 5 average rating, 174 reviews
Cozy Lakefront 3 Bedroom 2 bath home on Sand Pond
ValueOutdoor spacesFamily
4.92 out of 5 average rating, 109 reviews
Cozy Waterfront Cottage w/ Private Dock & Kayaks
ValueOutdoor spacesDecor
4.83 out of 5 average rating, 121 reviewsCabin rentals with a kayak

Barrett’s Cabin-Lakes Region-Private Trails
ValueLocationAccess
4.96 out of 5 average rating, 231 reviews
Riverfront cabin between Portland & White Mtns.
LocationValueCheck-in
4.96 out of 5 average rating, 285 reviews
The Conscious Cabin | Getaways + Retreats
ValueOutdoor spacesBathroom
4.96 out of 5 average rating, 201 reviews
Cabin w/ Lake Access, Hot Tub, Kayaks, + Firepit!
LocationOutdoor spacesView
4.96 out of 5 average rating, 188 reviews
Private cabin with lake access, hot tub & firepit!
Outdoor spacesValueView
4.91 out of 5 average rating, 163 reviews
Lakefront Maine Retreat~PVT Dock & Year-Round Fun
Outdoor spacesLocationDecor
4.95 out of 5 average rating, 159 reviews
Get away at Crystal Lake
LocationOutdoor spacesWifi
4.98 out of 5 average rating, 155 reviews
Bear Cabin
ValueOutdoor spacesWalkability
4.9 out of 5 average rating, 181 reviewsWhen is the best time to visit Raymond?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $415 SGD | $447 SGD | $447 SGD | $447 SGD | $421 SGD | $441 SGD | $500 SGD | $550 SGD | $445 SGD | $383 SGD | $415 SGD | $415 SGD |
| 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
- Rentals with beach access Raymond
- House rentals Raymond
- Cottage rentals Raymond
- Cabin rentals Raymond
- Rentals with lake access Raymond
- Family-friendly rentals Raymond
- Pet-friendly rentals Raymond
- Beachfront rentals Raymond
- Waterfront rentals Raymond
- Rentals with a kayak Cumberland County
- Rentals with a kayak Maine
- Rentals with a kayak United States
- 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





