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

Total holiday rentals
Explore 20 holiday rentals in Milton

Nightly prices starting at
Milton holiday rentals start at €139 per night before taxes and fees

Verified guest reviews
Over 1,440 verified reviews to help you choose

Family-friendly holiday rentals
20 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
20 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 waterfront rentals in Milton
Guests agree: these waterfront rentals 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
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, 604 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, 186 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, 274 reviews
Classic, calm river view & centrally located home
We are happy to share with you our coastal, colonial home set on eight acres along the Kennebunk River. Enjoy our quaint, warm home just 5 min to the beach and 3 minutes to Cape Arundel Golf Club. Our 4 bdrm, 2.5 bathroom suits short or long term stays. The location is ideal: 6 min from Kennebunkport, 15 min from Biddeford, and 30 min from Portland or Portsmouth! We hope to make you feel at home with the morning birds chirping and the calmness of the river just in back of the property.
4.95 out of 5 average rating, 111 reviews
*Beachfront* Vintage Coastal Cottage - Relaxation
It's always about the view and this place will leave you feeling energized and calm. Situated on premium beachfront property, this single family home has luxurious amenities like super plush towels, organic cotton bedding and touches to make your getaway feel that much Take a virtual tour here once you book I can send you a link (per Airbnb’s rules) I’ve outfitted it with an extra monitor & a setup o WFH. Google home and Sonos systems bring this 100 year old beauty into this century.
4.98 out of 5 average rating, 388 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, 184 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, 112 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, 239 reviews
Lake Living, sit back and relax!
This house will give you and your family a private place to hang out near the lake. The backyard is a serene beautiful place to hang out with family and friends. There is lake access right into the water. Paddle board and kayaks available for some water fun. 🛶 In addition there is a fire pit with seating, gazebo with seating and outdoor TV, grill, and a swing set for the kiddos. Beautiful water views from inside the house too. 🌅 Lots of bed space for multiple families.
5.0 out of 5 average rating, 21 reviews
The Dam Lake House-Relax and Enjoy the Views!
"The Dam Lake House" is a Beautiful Lakefront Home on Sunrise Lake! Enjoy the great sunsets from this property that has ~150 feet of lake front with a shallow walk in beach area. Come in summer to enjoy the swimming, the Fall to enjoy the great views of the foliage changing or come in Winter to enjoy the snowmobiling, great ice fishing or skiing at close by Gunstock Mtn (35 min). This home was designed with care and can fit many families needs or groups of friends.
5.0 out of 5 average rating, 36 reviews
Lakefront Home-Stunning Views-Hot Tub, 3100 sqft!
Experience ultimate relaxation with over 100 feet of sandy lakeside beach frontage, nestled among serene pine trees. This spacious lake house features: Open concept main floor 3 levels (3100 sq ft) for privacy Family & dog friendly Hot tub, kayaks, beach, game room, firepit & more! Ideal for large families wanting to share a vacation without compromising on privacy. Enjoy year-round activities and create lasting memories. Get 10% OFF for weekly or longer stays!
4.98 out of 5 average rating, 210 reviewsPopular amenities for waterfront rentals in Milton
Waterfront apartment rentals

Surrounded by Recreation (2)
4.87 out of 5 average rating, 114 reviews
Waterfront on Opechee
4.85 out of 5 average rating, 378 reviews
Chic Loft-Style Condo in Downtown Portsmouth
4.94 out of 5 average rating, 154 reviews
Tugboat Vista | 2 Bedroom | Downtown Portsmouth
4.96 out of 5 average rating, 194 reviews
Cape Arundel Cottage 1 mile to downtown KPT
4.98 out of 5 average rating, 391 reviews
#2Marsh Views, Cozy quiet spot on river&preserve
4.99 out of 5 average rating, 122 reviews
🍷Wine & WiFi✔️at Riverwalk! Full Kitchen - Parking!
4.88 out of 5 average rating, 109 reviews
The Ranger Inn Apt - Badgers Island
4.87 out of 5 average rating, 101 reviewsWaterfront house rentals

Luxurious 5 bedroom on the ocean, w/ dock & kayaks
4.97 out of 5 average rating, 152 reviews
Lakefront Getaway
4.93 out of 5 average rating, 149 reviews
LUX Designer Private Waterfront Hot Tub - Secluded
4.98 out of 5 average rating, 200 reviews
20 Mile Bay - Tuftonboro - Lake View Pet friendly
4.94 out of 5 average rating, 124 reviews
Fall Foliage HQ- The Cottage on Paugus Bay
4.89 out of 5 average rating, 165 reviews
Hot Tub | Lakeside | Private Beach | Sleeps 12
4.94 out of 5 average rating, 48 reviews
Lakefront Escape | Dock, Beach, GameRoom & Hot Tub
5.0 out of 5 average rating, 14 reviews
Waterfront Chalk Pond | Fireplace | Kayaks
5.0 out of 5 average rating, 26 reviewsWaterfront apartment rentals

Elegant condo on the water in downtown Wolfeboro!
4.98 out of 5 average rating, 260 reviews
Seacoast Getaway
4.98 out of 5 average rating, 358 reviews
Lake Winnisquam Condo
4.94 out of 5 average rating, 103 reviews
The Wave • Ocean condo on sands of Hampton Beach •
4.94 out of 5 average rating, 131 reviews
Two-Bedroom Condo on the Wells/Ogunquit town-line
4.85 out of 5 average rating, 229 reviews
Luxury Studio White Mtns Jacuzzi Pool Pond River
4.92 out of 5 average rating, 422 reviews
Remodeled 1BR sleeps 6 | pool & hot tub | Loon
4.96 out of 5 average rating, 288 reviews
Oceanfront, private balcony, panoramic ocean views
4.91 out of 5 average rating, 107 reviewsWhen is the best time to visit Milton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €216 | €241 | €218 | €252 | €294 | €399 | €287 | €348 | €260 | €239 | €247 | €256 |
| Avg. temp | -5°C | -3°C | 1°C | 7°C | 13°C | 18°C | 21°C | 20°C | 16°C | 10°C | 4°C | -1°C |
Destinations 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
- Snhu Arena
- Jenness Beach
- Cranmore Mountain Resort
- Hills Beach
- Gooch's Beach
- East End Beach





