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

Total holiday rentals
Explore 10 holiday rentals in Milton

Nightly prices starting at
Milton holiday rentals start at €138 per night before taxes and fees

Verified guest reviews
Over 1,180 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
10 of Milton holiday rentals include wifi access

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

4.9 Average rating
Milton stays are highly rated by guests – averaging 4.9 out of 5!
Top-rated rentals with kayak in Milton
Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.

Lakehouse/HottubFirePit/2pvtdocks/SUPs/YAKs/LgYard
Bring your family/friends for a fun and relaxing stay on Mousam Lake all year round! With 3 bedrooms, and additional loft and a basement sleeping area, there's room for everyone! Explore the lake with canoes, kayaks and paddleboards available to you or bring your own boat, the public boat launch is across from our front dock! When you are not enjoying the lake, the house provides many spaces for your favorite yard games, a screen house to play cards or have a drink and unwind in large hot tub!
4.96 out of 5 average rating, 191 reviews
Luxurious 5 bedroom on the ocean, w/ dock & kayaks
Historic 1735 home on a spacious one-acre property overlooking the ocean. Enjoy swimming from the dock in Cape Porpoise’s protected cove. Two kayaks provided for exploring the lighthouse & picnicking on nearby islands. Stroll past picturesque lobster boats to the town pier, where restaurants serve fresh local lobster & drinks. Walk to morning coffee, pastries, a local grocery store, athe renowned Nunan’s Lobster Hut. Just two miles from Kennebunkport and a nine-minute drive to Goose Rocks Beach.
4.97 out of 5 average rating, 150 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.
4.91 out of 5 average rating, 601 reviews
Blue Breeze - Private lakefront w/ Hot Tub
This huge lakeside house is a great experience for all of your friends and family to enjoy all the New Hampshire lakes region has to offer. There is incredible nature all around! Some of our favorites nearby: 11min to a nearby brewery 12min to a great breakfast spot 14min to a farm stand and pick-your-own produce 17min to a nearby winery 21min to Hannafords grocery store 22min to Alton Bay 25min to Wolfeboro 29min to Mt. Major with views of Winnipesaukee 38min to Gunstock mountain for skiing
4.88 out of 5 average rating, 226 reviews
Mountainside Chalet w/Sauna near Gunstock Resort!
Enjoy everything Lake Winnipesaukee has to offer with private beach passes. Located directly between downtown Wolfeboro and Alton Bay, a quick 10min drive will get you to either. A 30min drive will get you to Gunstock Resort or Mount Major. Enjoy gorgeous sunsets and views from the elevated deck, while you sit around a gas fireplace. The interior provides a spacious open concept layout with a large couch, 75" TV and a stocked kitchen. Enjoy the health benefits of the relaxing Infrared Sauna.
4.9 out of 5 average rating, 101 reviews
Eclectic Lakefront Cottage on Great East Lake
Welcome to a relaxing stay on the shores of Great East Lake! The fall and winter are the definition of peace and quiet. Often you'll be the only folks on the cove! Come back inside after your outdoor adventures and warm your feet on the radiant slate floors .You can also prepare a home cooked meal in the vintage, fully applianced kitchen. This home is the perfect base for all your winter excursions, or enjoy family time inside with plenty of games, puzzles, ping pong, or air hockey! Enjoy!
4.99 out of 5 average rating, 184 reviews
Dreamy Lakefront: Hot Tub, Kayaks, & Kid-friendly
This romantic & family-friendly lakefront chalet comes with a private beach, hot tub, kayaks & stunning views and is packed with amenities. It’s a serene home base to explore some of the best New England towns and is in the heart of the Lakes Region. Swim, kayak, bike a scenic trail, fish, hike, explore historic towns, farms & food scene, or simply grill with a view & play board games. We have poured our heart into making this a romantic yet very kid-friendly retreat (kids gear included).
4.95 out of 5 average rating, 272 reviews
Clean, quaint studio apartment on small farm
Enjoy the Old Farm cottage, a studio apartment on our small homestead in the beautiful Lakes Region. It’s a perfect spot for couples, small families, or traveling nurses. We are within 20 minutes to many beaches, including Lake Winnipesaukee, and provide easy access to head south to the ocean or north to the mountains. You will have your own separate parking/entrance, but are welcome to enjoy our cozy fire pit, stylish treehouse, and backyard access to the network of snowmobile trails.
4.98 out of 5 average rating, 124 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!
4.97 out of 5 average rating, 197 reviews
Beautiful Lakeside Cottage
Beautiful, quiet and secluded lakeside cottage. Enjoy amazing sunsets on our pristine lake. Swim, kayak, fish or just relax and take in the natural beauty. COVID UPDATE: We know everyone has different levels of concern regarding the virus. Please know that while we feel our sanitation and cleanliness of the Cottage is exceptional, we have doubled our efforts providing multiple cleanings between guests. This is a NON-SMOKING property. We are sorry, but we cannot accommodate pets.
4.97 out of 5 average rating, 181 reviews
Enjoy Fall Foliage at the Lake
Step out of the house and onto to a beautiful deck. From the deck to the water is just 30 feet of sandy beach! Located right on Pine River Pond, this 5-mile, 570 acre lake has crystal clear water. The gently sloping property makes it ideal for multi-generational families. Swim in the summer, ice fish in the winter or just get away from it all in the fabulous peace and quiet of New Hampshire. Note that June - August rentals are a minimum seven night stays Saturday - Saturday.
4.97 out of 5 average rating, 111 reviews
☀ Fox & Loon lake house: hot tub/pedal boat/kayaks
Escape to a peaceful, lakeside retreat with a secluded sun-lit deck and private dock with incredible views of Sunrise Lake, plus a 4-person hot tub, and seasonal amenities like a pedal boat, two kayaks, a SUP board, gas fire table, central A/C, a pellet stove, and snowshoes. Enjoy nearby activities like hiking, leaf peeping, skiing, and visiting scenic towns, local vineyards and breweries — or simply relaxing in a beautiful lakefront setting. The sunsets can be unbelievable!
4.97 out of 5 average rating, 236 reviewsPopular amenities for kayak rentals in Milton
House rentals with a kayak

Waterfront, Wood stove & Private beach, Solo Stove
5.0 out of 5 average rating, 142 reviews
NH Lake House w/Private Beach, Hottub, & Lg Deck
5.0 out of 5 average rating, 50 reviews
Hot Tub | Lakeside | Private Beach | Sleeps 12
4.93 out of 5 average rating, 45 reviews
The Dam Lake House-Relax and Enjoy the Views!
5.0 out of 5 average rating, 36 reviews
Lakefront Home with Private Beach Access & Hot Tub
4.92 out of 5 average rating, 78 reviews
Peaceful 4 bedroom lakehouse retreat
4.98 out of 5 average rating, 44 reviews
Waterfront Chalk Pond | Fireplace | Kayaks
5.0 out of 5 average rating, 24 reviews
Lakefront with amazing views!
4.84 out of 5 average rating, 32 reviewsCottage rentals with a kayak

Waterfront Cottage Private Dock | Kayaks | Rowboat
4.94 out of 5 average rating, 159 reviews
“Stay Awhile in the Lake's Region”
4.99 out of 5 average rating, 145 reviews
RiverPine Retreat - Clean & Bright Waterfront Home
4.84 out of 5 average rating, 194 reviews
Gorgeous Romantic Lakefront Getaway
4.99 out of 5 average rating, 118 reviews
Cozy Waterfront Cottage w/ Private Dock & Kayaks
4.83 out of 5 average rating, 120 reviews
Smokey Pines Camp
4.96 out of 5 average rating, 237 reviews
The Loon's Nest Cottage
4.96 out of 5 average rating, 106 reviews
Lakeside cottage. Gorgeous view & several boats.
4.97 out of 5 average rating, 150 reviewsCabin rentals with a kayak

Riverfront cabin between Portland & White Mtns.
4.96 out of 5 average rating, 285 reviews
Waterfront,Hot tub,Private dock,Freshly renovated
4.82 out of 5 average rating, 190 reviews
Mountain Lodge with Private Sauna
4.98 out of 5 average rating, 332 reviews
The Conscious Cabin | Getaways + Retreats
4.96 out of 5 average rating, 201 reviews
Rustic, cozy cabin on Sebago Lake. A hidden gem.
4.93 out of 5 average rating, 182 reviews
Hill Studio
4.98 out of 5 average rating, 115 reviews
Rustic Log Cabin on Pawtuckaway Lake
4.99 out of 5 average rating, 199 reviews
Bear Cabin
4.9 out of 5 average rating, 180 reviewsDestinations to explore
- Sebago Lake
- White Mountain National Forest
- Ogunquit Beach
- Hampton Beach
- Wells Beach
- Squam Lake
- Story Land
- Weirs Beach
- Long Sands Beach
- Short Sands Beach
- Canobie Lake Park
- Willard Beach
- Pats Peak Ski Area
- York Harbor Beach
- North Hampton Beach
- Scarborough Beach
- Cape Neddick Beach
- Footbridge Beach
- Jenness Beach
- Snhu Arena
- East End Beach
- Gooch's Beach
- Cranmore Mountain Resort
- Hills Beach





