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Milton vacation rentals

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Top-rated vacation rentals in Milton

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Guest suite in Lebanon

4.99 out of 5 average rating, 134 reviews

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.

Farm stay in Alton

4.99 out of 5 average rating, 366 reviews

Treehouse Penthouse ❤ Beautiful inside & out

Kick back and relax in this calm, stylish apartment space. This space is an open concept with a king size bed. Lots of windows bring in natural light, cathedral ceiling and amazing view! A well-equipped kitchen/dining/living room combination that is great for short term or long term stays. Although there are other guest on the property you will have your own space to call your own and enjoy. Only 5 min from Lake Winnipesukee, 20 min to Wolfeboro, 25 min to Gunstock and 25 min to Bank of Pavilion

Home in Middleton

4.96 out of 5 average rating, 136 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

Treehouse in Sanford

4.93 out of 5 average rating, 208 reviews

Luxury Year-round Treehouse with private hot tub

Skyframe 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.

Loft in Barrington

4.96 out of 5 average rating, 521 reviews

Sunny, secluded studio loft apartment

Fully furnished studio apartment above home owners' garage with private entrance. Secluded 5.5 acre lot of land surrounded by beautiful woods. Vaulted ceilings with ladder to loft with queen bed. Big, sunny south-facing windows overlooking back yard and gardens. Homeowners are a laid-back, married gay couple, living in the main house with their 2 year old daughter and a dog. LGBTQ friendly home that welcomes kind guests of any race, religion, gender, and orientation. A minute from Route 125.

Guest suite in Lebanon

4.96 out of 5 average rating, 199 reviews

Maple Moon Farm, stay at a historic Maine farm! 1

Come and stay awhile! Unwind and enjoy a relaxing stay in our 1790’s farmhouse with many original features, situated on 120 mostly-wooded acres in southern Maine. Our farm features a commercial maple syrup operation, 200 high bush blueberry plants, a vegetable garden, pumpkin and berry patches, a variety of fruit trees, honeybee hives, miles of old logging roads for walks, skiing/snowshoeing, meandering brook, patio and outdoor fireplace, free-range chickens, and two large rescue farm dogs.

Tiny home in Gilmanton

4.78 out of 5 average rating, 245 reviews

Tiny Home with Tiny Cows on a Working Farm!

You'll love this unique escape! Stay in your own tiny home complete with a roof top deck, sky light & fire pit-- in the middle of a field located at a historic farm in the Lakes Region of NH! You'll find peace amongst the horses, potbelly pigs, mini cows listening to the occasional rooster- surrounded by a field & trees. Located in the historic area of Gilmanton- Close to Gunstock ski area, Bank of NH Pavilion, restaurants, Lake Winni (along with many other ponds & lakes) & endless hiking!

Rental unit in Alton

4.98 out of 5 average rating, 129 reviews

Pretty & Peaceful….close to Lake Winni!

Welcome to your Alton Bay retreat! Come relax & make lasting memories. Very clean, well stocked full kitchen & bath. Across the street is 200 acres of picturesque hiking trails & fishing. Turn left at the end of driveway and enjoy a scenic walk along Winni. Quiet location but close enough to Lake Winnipesaukee, Mt Major, Wolfeboro, Bank of Pavillion, boat launches, & docks, beaches, restaurants, shopping, sking, snowmobiling, boat rides, scuba diving, biking, kayaking, leaf peeping!

Home in Lebanon

4.96 out of 5 average rating, 212 reviews

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.

Guesthouse in Acton

4.96 out of 5 average rating, 267 reviews

The LOTUS welcomes you, your home away from home

The Lotus is your zen home away from home. Enjoy peace and tranquility on your private back deck, the amazing salt water hot tub (exclusively use) new sauna (extra $88 per day) heated outdoor shower, deep bathtub (showering is tricky for people taller then 5'5)with bluetooth speaker.Comfortable king size bed with European bedding will let you get some much needed rest. Enjoy walks on our 12 ac property or any of the lakes near by for any kind of year round outdoor experience. Welcome :)

Cottage in Middleton

4.97 out of 5 average rating, 152 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.

Cabin in South Berwick

5 out of 5 average rating, 126 reviews

Romantic A-Frame cabin in the woods

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.

Vacation rentals for every style

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Unique stays

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Popular amenities for Milton vacation rentals

Laptop-friendly workspace

Stay near Milton's top sights

McKenzie’s Farm10 locals recommend

The Farmer's Kitchen7 locals recommend

Everett's Cove Marina4 locals recommend

Hawg's Pen Cafe4 locals recommend

Crowley's Variety & Grill3 locals recommend

Farmington House of Pizza3 locals recommend

Milton fishing vacation rentals

Guest suite in Meredith

4.91 out of 5 average rating, 276 reviews

Downtown! Studio w 3/4 Bathroom. Private Entrance!

Barn in Wolfeboro

4.95 out of 5 average rating, 101 reviews

The Barn at Crescent Lake

Cabin in Tamworth

4.9 out of 5 average rating, 484 reviews

Luxurious Mountainside Cabin! Fantastic Views!

Home in Barnstead

4.89 out of 5 average rating, 116 reviews

Lakefront home /3BR 2BA/ Dock/ Game room/ Garage

Home in Shapleigh

4.98 out of 5 average rating, 127 reviews

Secluded Lakehouse/2 private docks*Hottub*big yard

Cottage in Bridgton

4.89 out of 5 average rating, 213 reviews

Rustic Pebble Cottage in beautiful Bridgton, Maine

Cabin in Wakefield

4.97 out of 5 average rating, 239 reviews

Beautiful Log Cabin on Belleau Lake -2900 sqft!

Rental unit in Laconia

4.97 out of 5 average rating, 833 reviews

Cute Apartment on Quiet Street

Milton house rentals

Home in Laconia

4.9 out of 5 average rating, 641 reviews

Heart of the Lakes Region

Home in Wells

4.84 out of 5 average rating, 103 reviews

Drakes Island Beach Front Breathtaking Property !

Home in Kittery Point

5 out of 5 average rating, 104 reviews

A water view slice of heaven at Pepperrell Cove

Home in Parsonsfield

4.98 out of 5 average rating, 141 reviews

Spacious rural home with hot tub on the deck

Home in Hebron

4.98 out of 5 average rating, 244 reviews

Hebron Historic Farmhouse

Home in Center Harbor

4.98 out of 5 average rating, 257 reviews

Guest House in the Woods

Home in Scarborough

4.98 out of 5 average rating, 257 reviews

Swim spa under the starry night pool/hot tub/sauna

Home in Durham

4.95 out of 5 average rating, 125 reviews

Newly Renovated | Farm Stay | Near Portsmouth!

Lake side house rentals in Milton

Home in Alton

4.92 out of 5 average rating, 127 reviews

WATERFRONT Mountain View Getaway

Home in Limerick

4.93 out of 5 average rating, 115 reviews

Lakefront Getaway

Home in Windham

4.93 out of 5 average rating, 115 reviews

Waterfront Gem walkable to Restaurants!

Home in Wolfeboro

4.99 out of 5 average rating, 127 reviews

Tranquil Pondside Retreat

Home in Gilford

4.92 out of 5 average rating, 267 reviews

Your getaway at Lake Winnipesaukee

Home in Henniker

4.93 out of 5 average rating, 143 reviews

The Farmhouse at Sweetwater

Home in Derry

4.9 out of 5 average rating, 134 reviews

Sanctum by the Lake

Home in Laconia

4.93 out of 5 average rating, 231 reviews

The Riverhouse Kayaks Pool Table Firepit Downtown

Quick stats about vacation rentals in Milton

Total rentals
50 properties
Nightly prices starting at
$30 before taxes and fees
Total number of reviews
1.7K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace

Frequently Asked Questions

Are there pet-friendly vacation rentals in Milton?
Four-legged friends are welcome in Milton. Choose from more than 10 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.
Do cottage rentals in Milton have wifi?
Absolutely! We offer over 10 cottage 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.
How much does it cost to stay in house rentals in Milton?
Experience the best of Milton with our house rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget 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.

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