
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 €68 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.

Secluded Cabin: View, Hot Tub, 10 min Walk to Lake
Architect-designed alpine cabin with panoramic White Mountain views, including Mount Washington Relax in the hot tub, watch the sunset over the mountains, and enjoy a peaceful forest setting close to lakes, hiking trails, and skiing. 4WD or AWD REQUIRED Nov 1st-April 15th Starting May–Fall 2026, there may occasionally be (weekday only) construction noise up the road (250ft) from neighbors building their home. Work would occur roughly 8am–4/5pm and not every day. Cannot see it from the house.

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.

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.

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.

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.

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.

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.

Waterfront, Wood stove & Private beach, Solo Stove
Welcome to the Luna Lake House, your very own lakefront retreat! Just 2 hrs from Boston and 1 hour from Portland, this is the perfect getaway. You get the entire house to yourself! This 1,810 sq ft house has 100 ft of private waterfront, a wood burning stove, private dock (June-October) and outdoor bonfire pit for your enjoyment. With incredible sunset views and it’s amazing location, you will make lasting memories in this one of a kind experience.

Cozy Lakefront Cabin-Private Dock-Kayaks-Firepit
Welcome to Salmon Point Cottage a 1,000 sq. ft. cabin on stunning Panther Pond. Deck sits less than 10’ from the water with direct dock access. Open concept living with high-end kitchen. Cozy up by the gas stove. Swim, kayak, or relax by the firepit—your private lakeside retreat awaits. This property has it all including: -Private Dock -Fire Pit -Complementary Kayaks -BBQ Grill -Gas burning fireplace -Washer & Dryer -Fully Equipped Kitchen

Lakefront summer getaway for 6
Restored lakefront home on Main Street with a private dock, canoes, and kayaks steps from your door. Summer means paddling, swimming, and evenings on the lake. Winter means ice skating in the front yard and skiing at Mt. Abrams (5 min) or Sunday River (20 min). Custom kitchen, cozy modern finishes, smart TV, and fast WiFi. One of Bethel/Greenwood's most charming addresses — book before it's gone. Summer will sell out. We newly allow pets!
Popular amenities for kayak rentals in Raymond
House rentals with a kayak

The Loons' Nest: Lakefront oasis w/ hottub

Sunset & Lake View, Theater, HTub, Xbox, Mini Golf

Waterfront 5 BR Home | On Casco Bay in Freeport!

Birch Ledge Guesthouse--Four Season Maine Getaway

Renovated New Waterfront Cottage on Crescent Lake!

Lake front home on Little Sebago

37(B)Shore Road Raymond Maine - Dragonfly Landing

Lake House+Dock Access+Firepit+Gameroom+Sleeps 10
Cottage rentals with a kayak

The Loon's Nest Cottage

Recently renovated waterfront! Cedar Side Cottage

Peaceful Cottage on Maine Flower Farm

Eclectic Lakefront Cottage on Great East Lake

RiverPine Retreat - Clean & Bright Waterfront Home

Gorgeous Romantic Lakefront Getaway

Thompson Lake, No Cleaning Fee Pine Point Cottage,

Waterfront Escape
Cabin rentals with a kayak

Barrett’s Cabin-Lakes Region-Private Trails

Cabin w/ Lake Access, Hot Tub, Kayaks, + Firepit!

Sun&Fun on the Pond! Swim, Fish, Kayak, Paddle

Private cabin with lake access, hot tub & firepit!

The Conscious Cabin | Getaways + Retreats

Private Lakefront Cabin in Woods near Sunday River

Bear Cabin

Get away at Crystal Lake
When is the best time to visit Raymond?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €278 | €300 | €300 | €300 | €282 | €296 | €336 | €369 | €299 | €257 | €278 | €278 |
| 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
- Rentals with lake access Raymond
- Family-friendly rentals Raymond
- Cabin 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
- Sunday River Resort
- Willard Beach
- Scarborough Beach
- Footbridge Beach
- Cape Neddick Beach
- Pemaquid Beach
- Pemaquid Point Lighthouse
- Coastal Maine Botanical Gardens
- East End Beach
- Cranmore Mountain Resort
- Gooch's Beach
- Hills Beach
- Fortunes Rocks Beach
- King Pine Ski Area
- Conway Scenic Railroad
- Pleasant Mountain Ski Area
- Popham Beach State Park
- Wolfe's Neck Woods State Park
- Crescent Beach State Park





