
House holiday rentals in Milton
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Top-rated house rentals in Milton
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NewBuilt/HotTub/Great Location-4 min Kennebunkport
Follow us on IG @anchorunwind. Welcome to Mama Bear's House! Perfect girlfriends' getaway or to celebrate a special someone. Sit back and relax in our brand new and fully equipped stylish home just 5 minutes away from Kennebunkport's Dock Square. Spend time reading and sipping a fresh grounded coffee on our cozy egg chair, looking in our peaceful backyard while the sunset closes another memorable chapter of your vacation. Enjoy the firepit with hot cocoa and s'mores or fall for a cornhole game!

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

Newly Restored 1850’s farm house 3 bedroom 2 bath
This farmhouse is newly renovated, featuring reclaimed antique furnishings salvaged from the property and our neighboring farm. It sits on 2 acres with plenty of open space, a modern gourmet kitchen, a claw foot soaking tub, and serene spaces to unwind and refresh. 10 minutes to the beach and downtown Portsmouth, 60 minutes to Boston, and 90 min to the mountains makes this beautiful and private home an ideal space to set up home base whole enjoying the beautiful New Hampshire seacoast.

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!

Cozy Lakes Region Escape. Fire Pit. Patio
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.

NH Lake House w/Private Beach, Hottub, & Lg Deck
Perfect for family or friend getaways. Privacy, luxury, and abundant amenities. - Formal open-concept living room & entertainment rooms - 120ft covered deck overlooking lake - Remodeled modern kitchen - Private beach (big enough for volleyball games!) - Walkout finished basement (with bar) - Tiki Bar on beach - 8-person outdoor hottub to watch sunsets - 50ft dock for large boat - Firepit, kayaks - Windows throughout house; every room has a terrific view of the water & sunsets.

A water view slice of heaven at Pepperrell Cove
Enjoy the peace and tranquility of staying in Kittery Point Maine’s exclusive Pepperrell Cove area. • Walk three minutes to dinner at one of three amazing waterfront restaurants • Enjoy a private chartered boat ride from across the street • Rent kayaks • Visit Fort McClary • Hike Cutts Island Trail • Visit Crescent and Seapoint beaches • Shop and dine in Kittery’s Wallingford Square, downtown Portsmouth, and the Kittery Outlets. Everything is within fifteen minutes away!

The LOTUS welcomes you, stay a while
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, heated seasonal outdoor shower, deep bathtub (showering is tricky for people taller then 5'5)with bluetooth speaker.Comfortable king size bed with European bedding and a single fold out foam mattress on the 1st floor, that was just finished as another relax area, with 70" TV, record player, hammock & hanging chair.

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!

Luxurious Eagle Ridge Log Home at Newfound Lake
This stunning one of a kind log home, featured in Log Home Living Magazine, built in 2020 is located at the end of a tree lined driveway on 3.5 acres overlooking beautiful Newfound Lake, NH. This 1,586 Sq Ft home can house a MAX of 6 guests in 3 bedrooms. Amenities are 100 mbs Wi-Fi, TV, gas fireplace, gas grill, hot tub, whole house generator, central A/C, screened porch and huge patio. Parking pass to the private town beach that is less than 1/4 mile away.
Popular amenities for house rentals in Milton
House rentals with a pool

Faith Lane with community pool

Cottage on 50 Acres | Lakeside + Pool + Hot Tub

Sanctum by the Lake

Unique Church Accommodation • Sebago Lake • Pool • Fire Pit

Old Falls Retreat-4BR w Gorgeous River View & Pool

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

Designers Dream Home with Pool!

Spectacular log home with private pool and hot tub
Weekly house rentals

Beautiful House 2.5 Miles from Ogunquit Beach

Luxury Lakehouse| Sunsets| Cen. Air| Private Dock

Heart of the Lakes Region- Pine River Pond

Relaxing hidden gem in Wolfeboro

Eagle's Landing .Private Dock. Dog Friendly

Cozy Lakefront Cabin-Private Dock-Kayaks-Firepit

Private Beach — Luxury Lakefront Paradise

The Dam Lake House-Relax and Enjoy the Views!
Private house rentals

Lakefront Escape | Kayaks + Hot Tub | Sleeps 6

The SchoolHouse

Lake Winnipesaukee Retreat•Amazing Views • Hot Tub

Peaceful 4 bedroom lakehouse retreat

Merrymeeting Lake-Private Setting 3 Bedroom Home

Beautiful home on Baxter lake!

Loon's Ledge Lakehouse

Owl’s Nest Cabin with Hot Tub Near Lake & Trails
When is the best time to visit Milton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $341 SGD | $319 SGD | $319 SGD | $313 SGD | $332 SGD | $515 SGD | $641 SGD | $702 SGD | $379 SGD | $352 SGD | $383 SGD | $351 SGD |
| 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 |
Quick stats about house rentals in Milton

Total holiday rentals
Explore 30 holiday rentals in Milton

Nightly prices starting at
Milton holiday rentals start at $115 SGD per night before taxes and fees

Verified guest reviews
Over 1,130 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
20 properties have a dedicated workspace

Wifi availability
30 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!
Destinations to explore
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- Rentals with a kayak Milton
- Rentals with lake access Milton
- Waterfront rentals Milton
- Rentals with a washing machine and dryer Milton
- Rentals with a firepit Milton
- Rentals with beach access Milton
- Rentals with a fireplace Milton
- Rentals with a patio Milton
- Rentals with a hot tub Milton
- Rentals with outdoor seating Milton
- Pet-friendly rentals Milton
- Family-friendly rentals Milton
- House rentals Strafford County
- House rentals New Hampshire
- House rentals United States
- Hampton Beach
- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Squam Lake
- Story Land
- Weirs Beach
- Long Sands Beach
- Pats Peak Ski Area
- Scarborough Beach
- Canobie Lake Park
- York Harbor Beach
- North Hampton Beach
- Willard Beach
- East End Beach
- Short Sands Beach
- Cape Neddick Beach
- Tenney Mountain Resort
- King Pine Ski Area
- Gooch's Beach
- Cranmore Mountain Resort
- Gunstock Mountain Resort
- Snhu Arena
- Diana's Baths





