
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.

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.

The ZEN welcomes you, your home away from home.
The goal is for you to relax, recharge, enjoy & breathe. We offer a private 3 person HOT TUB , seasonal outdoor warm shower& chiminea firepit , infrared SAUNA, 72" freestanding bathtub for the ULTIMATE spa experience. King bed with an adjustable & vibrating bed base. The cozy 600 sqf home is equipped with everything your heart could desire. Artistic Design around every corner. BOHO swings on the private porch. We abutt a 13 ac conservatory land with walking & hiking trails off the backyard.

The Pine Grove
Newly rebuilt - the Pine Grove is air conditioned and features a 10 by 14 ft deck, a brand new bathroom with tub, bedroom closets, and a full kitchen. It is one half of two charming rustic cottages set on a single plot on a leafy side-street. This cottage is wedged in a "grove" of tall majestic pine trees that provide an abundant supply of shade and breeze, pine cones, needles and all. It is great for families with children and a short walk (.4 of a mile) through the neighborhood to the beach.

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.

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!

The Village House
Welcome to our recently renovated home , built in the late 1890's in the heart of beautiful Tamworth Village, right on quiet Main st. A quick 5 minute walk to "downtown", Remick Farm and museum, Barnstormers summer theatre and The Other Bakery. Tamworth is home to many local hiking trails from easy walks to over 4000 foot summits. Great place in the winter with miles of free , groomed cross-country skiing and snowshoeing trails as well.

Lovely cottage on Sunrise Lake, Middleton, NH.
A lovely lake-front cottage with a private beach on quaint Sunrise Lake! The house has a great view overlooking the water. Enjoy a beautiful morning view of the sun rising onto the lake with a cup of coffee or tea, grilling a tasty dinner on the deck, and toasting marshmallows in the fire pit for dessert. We also provide a double kayak so you can explore the mile-long lake from the easy launch point in front of the house.

The Red Lake House
(LAKEFRONT PROPERTY) Located in a peaceful cove on Bauneg Beg Lake in North Berwick, Maine. The Red Lake House is the perfect place to relax and enjoy hot New England Summers and colorful Falls! Just a 30 minute drive to Wells Beach and 45 minutes from Portland! Your safety and comfort is our first priority so custom keyless entry codes, life jackets, and a Welcome Binder full of all the need to know info. is provided.

A: Summer, Lake, Ski, Hike, Concerts
Gilford, Fully furnished one bedroom HOUSE!! Dog Friendly, (with host permission) for one dog. has a fenced and gated yard and a fire pit. Super Cute! updated, nice area, off street parking, private fenced yard. WIFI, Roku TV, Kitchen with all utensils, coffee maker, coffee, filters, sugar, Linens. .Close to great restaurants and attractions, lake, hiking. skiiing, zip lines, Ski!

Pastoral Farm in NH
Cozy private get away. A little bigger than a tiny house, apart from the main farm house and barns on a beautiful hill top setting. Sit and relax , take a walk through the fields or if your feeling a little more adventurous explore the beaver pond or hike out to picnic rock. This is country living in NH. *Please note that we are 8/10ths of a mile out on a dirt road.
Popular amenities for Milton vacation rentals
Milton house rentals

Willow Acres

Waterfront Gem walkable to Restaurants!

Quaint Wolfeboro NH Home.

Quiet cozy cottage close to restaurants, beach

Boho Farmhouse by the Fields

Timothy House

Hot Tub | Lakeside | Private Beach | Sleeps 12

Farmhouse Retreat, Dog Friendly w/ Snwmble access
Lake side house rentals in Milton

Wren Cabin + Wood fired Sauna

LUX Designer Private Waterfront Hot Tub - Secluded

Belleau Lake Escape

Waterfront Getaway Home in Epsom, NH

Winnipesaukee Lakefront Luxury unit #2 w Hot tub

Hope's Haven-Lakefront House with Beautiful Views

The Dam Lake House-Relax and Enjoy the Views!

Cozy NH Retreat | Near Lakes, Trails & Skiing
Other great vacation rentals in Milton

The 1A Escape | Ocean View | Walk to Beach

Mountainside Chalet+Sauna, near Gunstock/Mt Major!

A Wave From It All - Where Everyday Worries Fade w

Gilford Retreat

Modern Forest Cabin w/ Private Hot Tub & Fire Pit

Harolds Camp: Lake Winnipesaukee Waterfront w/dock

Surrounded by Recreation (2)

Stunning Views, Renovated Beach Cottage~Maine
When is the best time to visit Milton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$47,489 GYD | G$52,301 GYD | G$51,045 GYD | G$50,209 GYD | G$52,928 GYD | G$54,183 GYD | G$65,690 GYD | G$67,782 GYD | G$54,602 GYD | G$53,974 GYD | G$50,418 GYD | G$57,531 GYD |
| 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 G$6,276 GYD 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 & kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
50 of Milton vacation rentals include wi-fi 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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- Rentals with a washer and dryer Milton
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- Rentals with beach access Milton
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- Rentals with a fire pit Milton
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- Family-friendly rentals Milton
- House rentals Milton
- Pet-friendly rentals Milton
- Hampton Beach
- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Squam Lake
- Story Land
- Pats Peak Ski Area
- Long Sands Beach
- Scarborough Beach
- Weirs Beach
- Canobie Lake Park
- York Harbor Beach
- North Hampton Beach
- Cranmore Mountain Resort
- Tenney Mountain Resort
- King Pine Ski Area
- Willard Beach
- Short Sands Beach
- Cape Neddick Beach
- Gooch's Beach
- East End Beach
- Gunstock Mountain Resort
- Diana's Baths
- Ragged Mountain Resort




