Book Holiday Homes in Milton

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Featured Holiday Homes in Milton

Stunning lakefront home with private dock, deck, firepit, and lake view

Stunning lakefront home with private dock, deck, firepit, and lake view

Wakefield
Located in Wakefield (Pine River Pond), this vacation home is within a 5-minute drive of Balch Pond and Lake Ivanhoe.
Stunning lakefront home with private dock, deck, firepit, and lake view
AMAZING LAKEFRONT HOUSE WITH PRIVATE DOCK, PRIVATE BEACH, 4 BEDROOMS, SLEEPS 12+

AMAZING LAKEFRONT HOUSE WITH PRIVATE DOCK, PRIVATE BEACH, 4 BEDROOMS, SLEEPS 12+

Wakefield
Located in Wakefield, this vacation home is on a lake, within a 5-minute drive of Belleau Lake and Balch Pond.
AMAZING LAKEFRONT HOUSE WITH PRIVATE DOCK, PRIVATE BEACH, 4 BEDROOMS, SLEEPS 12+
Attractive & convenient studio steps to water w/WiFi, water views, & kitchenette

Attractive & convenient studio steps to water w/WiFi, water views, & kitchenette

Alton
The price is AU$429 per night from 7 Sept to 8 Sept
AU$429
7 Sept - 8 Sept
includes taxes & fees
With a stay at this vacation home in Alton Bay, you'll be on the waterfront, within a 10-minute drive of Lake Winnipesaukee and Mount Major.
Attractive & convenient studio steps to water w/WiFi, water views, & kitchenette
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Luxurious Spa Suite with Jacuzzi, Outdoor Sauna, Plunge Pool and Steam-bath

Luxurious Spa Suite with Jacuzzi, Outdoor Sauna, Plunge Pool and Steam-bath

Durham
With a stay at this vacation home in Durham, you'll be near the beach, within a 10-minute drive of University of New Hampshire and Smith Chapel.
Luxurious Spa Suite with Jacuzzi, Outdoor Sauna, Plunge Pool and Steam-bath
Beautiful Guest House in Picturesque South Berwick - 420 Friendly

Beautiful Guest House in Picturesque South Berwick - 420 Friendly

2 out of 5
South Berwick
The price is AU$851 per night from 7 Oct to 8 Oct
AU$851
7 Oct - 8 Oct
includes taxes & fees
With a stay at this vacation home in South Berwick, you'll be a 3-minute walk from Vaughan Woods State Park and 7 minutes by foot from Hamilton House.
Beautiful Guest House in Picturesque South Berwick - 420 Friendly
Cozy three bedroom house located just five minutes from Lake Winnipesaukee

Cozy three bedroom house located just five minutes from Lake Winnipesaukee

Wolfeboro
The price is AU$575 per night from 1 Oct to 2 Oct
AU$575
1 Oct - 2 Oct
includes taxes & fees
With a stay at this vacation home in Wolfeboro, you'll be within a 10-minute drive of Lake Winnipesaukee and New Hampshire Boat Museum.
Cozy three bedroom house located just five minutes from Lake Winnipesaukee
Quaint Cottage in Private Wooded Setting | Close to Lakes | Dogs Welcome

Quaint Cottage in Private Wooded Setting | Close to Lakes | Dogs Welcome

wolfeboro
With a stay at this vacation home in Wolfeboro, you'll be on a lake, within a 10-minute drive of Lake Winnipesaukee and Wright Museum.
Quaint Cottage in Private Wooded Setting | Close to Lakes | Dogs Welcome
Idyllic Mountain and Lake Getaway

Idyllic Mountain and Lake Getaway

Gilford
The price is AU$1,096 per night from 9 Sept to 10 Sept
AU$1,096
9 Sept - 10 Sept
includes taxes & fees
When you stay at this vacation home in Gilford, you'll be on a lake, a 4-minute drive from Gunstock Mountain Resort and 9 minutes from Lake Winnipesaukee.
Idyllic Mountain and Lake Getaway
Beautiful lake house on Upper Mousam Lake, in Shapleigh, ME by Hubbard's Cove.

Beautiful lake house on Upper Mousam Lake, in Shapleigh, ME by Hubbard's Cove.

Shapleigh
With a stay at this vacation home in Shapleigh, you'll be within a 10-minute drive of Mary Grant Nature Preserve and Acton Town Hall.
Beautiful lake house on Upper Mousam Lake, in Shapleigh, ME by Hubbard's Cove.
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Milton Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Milton vacation homes are the perfect way for you to wing it.

Holiday houses in Milton let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Milton in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Milton adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Milton with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Milton vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Milton Holiday Homes essential information

Accommodation
402 Holiday Homes
Lowest Price
AU$164
Highest Price
AU$1,096
Popular accommodation
Stunning lakefront home with private dock, deck, firepit, and lake view, AMAZING LAKEFRONT HOUSE WITH PRIVATE DOCK, PRIVATE BEACH, 4 BEDROOMS, SLEEPS 12+, Attractive & convenient studio steps to water w/WiFi, water views, & kitchenette, Luxurious Spa Suite with Jacuzzi, Outdoor Sauna, Plunge Pool and Steam-bath, Beautiful Guest House in Picturesque South Berwick - 420 Friendly, Cozy three bedroom house located just five minutes from Lake Winnipesaukee, Quaint Cottage in Private Wooded Setting | Close to Lakes | Dogs Welcome, Idyllic Mountain and Lake Getaway, Beautiful lake house on Upper Mousam Lake, in Shapleigh, ME by Hubbard's Cove.

Top trending hotels in Milton

Downtown Dover Inn

Downtown Dover Inn

2 out of 5
481 Central Ave, Dover, NH
Fully refundableReserve now, pay when you stay
The price is AU$164 per night from 7 Sept to 8 Sept
AU$164
7 Sept - 8 Sept
includes taxes & fees
With a stay at Downtown Dover Inn, you'll be centrally located in Dover, within a 15-minute drive of University of New Hampshire and Henry Law Park.
Downtown Dover Inn
Garrison Hotel & Suites Dover-Portsmouth, an Ascend Collection Hotel

Garrison Hotel & Suites Dover-Portsmouth, an Ascend Collection Hotel

2.5 out of 5
200 Sterling Way, Dover, NH
Fully refundableReserve now, pay when you stay
The price is AU$211 per night from 8 Sept to 9 Sept
AU$211
8 Sept - 9 Sept
includes taxes & fees
When you stay at Garrison Hotel & Suites Dover-Portsmouth, an Ascend Collection Hotel in Dover, you'll be near the airport, within a 5-minute drive of Woodman ...
Garrison Hotel & Suites Dover-Portsmouth, an Ascend Collection Hotel
Microtel Inn & Suites by Wyndham Dover

Microtel Inn & Suites by Wyndham Dover

2 out of 5
31 Webb Pl, Dover, NH
Fully refundableReserve now, pay when you stay
The price is AU$197 per night from 21 Sept to 22 Sept
AU$197
21 Sept - 22 Sept
includes taxes & fees
Located in Dover, Microtel Inn & Suites by Wyndham Dover is in the business district, within a 5-minute drive of Dover Bowl Family Fun Center and Henry Law ...
Microtel Inn & Suites by Wyndham Dover
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Quality Inn

Quality Inn

2.5 out of 5
1892 Main Street, Sanford, ME
Fully refundableReserve now, pay when you stay
The price is AU$215 per night from 21 Sept to 22 Sept
AU$215
21 Sept - 22 Sept
includes taxes & fees
Located in Sanford, Quality Inn is a 3-minute drive from Pine Hollow Little Par Three Golf Course and 6 minutes from Bowl A Rama.
Quality Inn
Don't see what you're looking for?
See all available properties in Milton
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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^Subject to availability and chosen travel dates.