
Vacation rentals in Milton
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Top-rated vacation rentals in Milton
Guests agree: these stays are highly rated for location, cleanliness, and more.

Romantic A-Frame cabin in the woods
Stay at Hidden Pines Cabins. Modern cabin tucked privately in the forest. Loaded with modern amenities make it perfect for a romantic getaway. Unwind in the hot tub looking up at the sky full of stars. Take a Sauna while being surrounded by nature all around. Relax by the fire pit. Located in the majestic forest of mount agamenticus, the extensive trail system is off our road. Short drive to the Ogunquit/ york beaches, outlets at Kittery and near Portsmouth, Dover and Portland restaurant scenes.

Rustic Rose Cottage of Historic West Lebanon
Rustic guest suite on serene four acres. Abutting colonial cape style house and West Lebanon Historic District date back to early 18th Century. Private parking & entrance, queen memory foam mattress, steam sauna, kitchen and laundry supplies, and desk and high speed wifi for telework. Minutes from Skydive New England, Prospect Hill Winery or McDougal Orchard. 30min to Portsmouth NH, Maine beaches, and Lake Winnipesaukee. Just over an hour to the White Mountains, Portland ME or the Boston area.

Lakefront Cabin with Private Dock & Stunning Views
Escape from the hustle and bustle of everyday life at this charming lakefront home on Upper Suncook Lake! This beautiful home sleeps 7 with 3 bedrooms, 2.5 baths, a two story patio and gorgeous floor to ceiling windows with lake views and ample space for family and friends. With your own private lake access, dock, and waterfront yard, you can spend your days swimming, boating, kayaking, or simply relaxing by the water. Ideal for families and small groups who want to enjoy the beauty of the area!

Gorgeous Romantic Lakefront Getaway
Beautiful, 170 feet of waterfront Carriage House with a lovely sandy beach for a relaxing vacation in the Lakes Region of New Hampshire. Very close to the White Mountain National Forest, Kancamagus Highway, and several Ski Resorts. Within 45 minutes to the beaches of Maine and the Seacoast of New Hampshire. Our Carriage House is 1.5 hours from Boston and 2 hours from Worcester, MA. The Carriage House was built in 2021 with top-line finishes, fixtures, and furnishings for a romantic getaway.

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.

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

Tranquility, Relaxation, Family, Romance
Bring your family or have a romantic getaway in this beautiful 2 bedroom, 2 private baths located in this quiet country setting. Pet friendly. Big fenced in wooded back yard for your pets to roam. Big back yard deck w/ seating, grill. Minutes away to boat launching area to rent party boats, kayaks, paddle boats, Swimming, winter sports on Milton 3 ponds. Seasonal blueberry, peach, apple picking in town. Park your boat or snowmobile trailors. Skydive New England right in town. Fall leaves.

Newly Renovated | Farm Stay | Near Portsmouth!
Welcome to the Brown House at Emery Farm. This recently renovated charming cedar shake farmhouse is situated on 130 picturesque acres, on the oldest family farm in America. If you’re looking for a quintessential New England farm stay experience that offers a quiet peaceful stay, this is the place! • 3 bd | 3 bath | sleeps 6 • Private, quiet, picturesque • Located on a working farm • 2 min walk to Emery Farm Market & Café • 10 min to Portsmouth • Surrounded by nature • EV charger

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!

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.

Cozy Retreat-NEW Coffee Bar
Welcome to Buttercup Inn Tucked away in the peaceful lakes region, less than 2 miles from downtown Wakefield, this tastefully upgraded home may just surprise you. Every detail has been designed to make you feel right at home, from cozy furnishings to the brand new coffee bar- your go-to spot for a perfect brew. Whether you're unwinding or exploring the area, this charming retreat's proof that sometimes the best places are the ones you least expect. Message for further info.

☀ 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!
Popular amenities for Milton vacation rentals
Other great vacation rentals in Milton

Luxury Cottage Getaway with semi-private beach

Cozy cottage near the lake

Whispering Pines, Shapleigh Pond

The Nest-Cozy Retreat Near Ogunquit + Portsmouth

“Evergreen” 50 Acre Private Mountain Chalet

Cheerful 2 bedroom hilltop guest cottage with view

Hope's Haven-Lakefront House with Beautiful Views

Mountain View Escape at Brosie Farm
When is the best time to visit Milton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $312 CAD | $344 CAD | $336 CAD | $330 CAD | $348 CAD | $356 CAD | $432 CAD | $446 CAD | $359 CAD | $355 CAD | $332 CAD | $378 CAD |
| 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 |
Frequently Asked Questions
Are there pet-friendly vacation rentals in Milton?
Four-legged friends are welcome in Milton. Choose from more than 20 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Milton?
Yes! Work meets play with ease at over 30 vacation rentals in Milton featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there family-friendly house rentals in Milton?
Milton has more than 20 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in Milton?
Experience the best of Milton with our house rentals, starting at about $90 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Milton have wifi?
Absolutely! We offer over 30 house rentals with wifi in Milton. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Milton have a bbq area?
Absolutely! We offer over 10 house rentals with a bbq area in Milton. Enjoy a tailored experience with all the comforts you desire.
Quick stats about vacation rentals in Milton

Total vacation rentals
Explore 50 vacation rentals in Milton

Nightly prices starting at
Milton vacation rentals start at $41 CAD per night before taxes and fees

Verified guest reviews
Over 2,130 verified reviews to help you choose

Family-friendly vacation rentals
40 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
50 of Milton vacation rentals include wifi access

Popular amenities for guests
Guests love Lake access, Gym, and BBQ grill across Milton rentals

4.9 Average rating
Milton stays are highly rated by guests—averaging 4.9 out of 5!
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- Pet-friendly rentals Milton
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- Rentals with a washer and dryer Milton
- Rentals with beach access Milton
- Rentals with a fireplace Milton
- Family-friendly rentals Milton
- Rentals with a kayak Milton
- Rentals with a hot tub Milton
- House rentals Milton
- Rentals with lake access Milton
- Rentals with a firepit Milton
- Rentals with a patio Milton
- Hampton Beach
- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Squam Lake
- Story Land
- Pats Peak Ski Area
- Weirs Beach
- Long Sands Beach
- Scarborough Beach
- Canobie Lake Park
- York Harbor Beach
- North Hampton Beach
- Cranmore Mountain Resort
- Willard Beach
- Tenney Mountain Resort
- King Pine Ski Area
- Short Sands Beach
- Cape Neddick Beach
- Gunstock Mountain Resort
- Gooch's Beach
- East End Beach
- Ragged Mountain Resort
- Diana's Baths




