A lake surrounded by dense forest and mountains in the background.

Madison Vacation Rentals

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Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sep - 20 Sep
In four months
16 Oct - 18 Oct

Our top choices for Madison vacation rentals

Property grounds

Pond-Side Chalet • Private Beach • Canoe & Kayak

Pond-Side Chalet • Private Beach • Canoe & Kayak
Eidelweiss Village
9.8 out of 10, Exceptional, (26 reviews)
"Beautiful home facing the lake. Perfect for a family getaway! "
United States
Navin W.
Pond-Side Chalet • Private Beach • Canoe & Kayak
Interior

Ava Jade yurt nestled in the woods of Brownfield, Maine

Ava Jade yurt nestled in the woods of Brownfield, Maine
Brownfield
10.0 out of 10, Exceptional, (19 reviews)
"Very communicative host and it was a lovely stay! We will definitely return. "
United States
Wing Ki Winki C.
The price is SAR 413
SAR 614 total
includes taxes & fees
30 Jun - 1 Jul
Ava Jade yurt nestled in the woods of Brownfield, Maine
Outdoor dining

Allie Mae Yurt nestled in the woods

Allie Mae Yurt nestled in the woods
Brownfield
10.0 out of 10, Exceptional, (21 reviews)
"Beautiful property! Comfortable and clean lodging. "
United States
Ian M.
The price is SAR 451
SAR 655 total
includes taxes & fees
28 Jun - 29 Jun
Allie Mae Yurt nestled in the woods
Interior

Rufus III Yurt on the river

Rufus III Yurt on the river
Brownfield
10.0 out of 10, Exceptional, (13 reviews)
"Had a great time,will be back for sure. "
United States
John C.
The price is SAR 526
SAR 704 total
includes taxes & fees
29 Jun - 30 Jun
Rufus III Yurt on the river
Riverside Villa | Individually decorated, individually furnished, laptop workspace

TuckAway Suites at East Branch

TuckAway Suites at East Branch
2.5 star property
Intervale
10.0 out of 10, Exceptional, (14 reviews)
"Tuckaway Suites very clean and small amenities that made a very pleasant stay. Quiet and peaceful location. "
United States
Helen
The price is SAR 392
SAR 691 total
includes taxes & fees
28 Jun - 29 Jun
TuckAway Suites at East Branch
TV

Dog Friendly, Quiet Neighborhood, Cozy lower level cabin

Dog Friendly, Quiet Neighborhood, Cozy lower level cabin
Conway
10.0 out of 10, Exceptional, (98 reviews)
"Great place to stay. Very clean. Incredibly thorough. Very welcoming to pets. "
United States
Nathan
The price is SAR 582
SAR 1,047 total
includes taxes & fees
28 Jun - 29 Jun
Dog Friendly, Quiet Neighborhood, Cozy lower level cabin
Standard Double Room, 1 King Bed | Free WiFi

White Mountain Cottages

White Mountain Cottages
3.0 star property
North Conway
7.6 out of 10, Good, (149 reviews)
"Small and old"
United States
James
The price is SAR 563
SAR 611 total
includes taxes & fees
27 Jun - 28 Jun
White Mountain Cottages
TV, fireplace

998 Pinhkham · Cozy Wooded Cabin/private hot tub/fireplace/river

998 Pinhkham · Cozy Wooded Cabin/private hot tub/fireplace/river
jackson
9.6 out of 10, Exceptional, (69 reviews)
"Great communication from check in to check out. Adorable place and great location. We cannot wait to go back!"
United States
Tricia B.
The price is SAR 544
SAR 896 total
includes taxes & fees
8 Jul - 9 Jul
998 Pinhkham · Cozy Wooded Cabin/private hot tub/fireplace/river
Terrace/patio

Cottage 4 - Year Round Pet Friendly 1 Bed w/ Loft / 1 Bath & Courtyard

Cottage 4 - Year Round Pet Friendly 1 Bed w/ Loft / 1 Bath & Courtyard
Wolfeboro
9.6 out of 10, Exceptional, (12 reviews)
"Great place "
United States
Anonymous traveler
The price is SAR 674
SAR 837 total
includes taxes & fees
29 Jun - 30 Jun
Cottage 4 - Year Round Pet Friendly 1 Bed w/ Loft / 1 Bath & Courtyard
Smart TV, fireplace

85 Dundee · Cozy Log Cabin/Private Hot Tub/Brook/Fireplace

85 Dundee · Cozy Log Cabin/Private Hot Tub/Brook/Fireplace
Jackson
9.4 out of 10, Exceptional, (30 reviews)
"Cozy and peaceful - we had a wonderful stay and would recommend!"
United States
Anonymous traveler
The price is SAR 559
SAR 949 total
includes taxes & fees
1 Jul - 2 Jul
85 Dundee · Cozy Log Cabin/Private Hot Tub/Brook/Fireplace
Living area

Historic, luxurious 2 bed 2 bath private suite in Lovell, 10 mins to Kezar Lake

Historic, luxurious 2 bed 2 bath private suite in Lovell, 10 mins to Kezar Lake
Lovell
10.0 out of 10, Exceptional, (5 reviews)
"Beautiful scenery all around the area. House was quiet and conveniently located"
United States
Laura
The price is SAR 563
SAR 1,052 total
includes taxes & fees
29 Jun - 30 Jun
Historic, luxurious 2 bed 2 bath private suite in Lovell, 10 mins to Kezar Lake
Beach nearby

Cottage 12 - Year Round - Pet Friendly -1 King Bed / 1 Bath & Courtyard

Cottage 12 - Year Round - Pet Friendly -1 King Bed / 1 Bath & Courtyard
Wolfeboro
10.0 out of 10, Exceptional, (19 reviews)
"This is a great place to stay with a dog"
United States
David M.
The price is SAR 757
SAR 939 total
includes taxes & fees
29 Jun - 30 Jun
Cottage 12 - Year Round - Pet Friendly -1 King Bed / 1 Bath & Courtyard
Gazebo

Nordic Village Resort

Nordic Village Resort
3.0 star property
Jackson
8.6 out of 10, Excellent, (1,845 reviews)
"The most wonderful place to stay! "
United States
Amanda
The price is SAR 676
SAR 733 total
includes taxes & fees
29 Jun - 30 Jun
Nordic Village Resort
Smart TV, fireplace

Great Conway Location! Shop Eat Hike Swim

Great Conway Location! Shop Eat Hike Swim
Settlers Green
7.8 out of 10, Good, (26 reviews)
"Room was clean enough, but the location in the midst of a outlet mall left a lot to be desired for a stop on a leaf peeping vacation."
United States
Kelly C.
The price is SAR 375
SAR 974 total
includes taxes & fees
6 Jul - 7 Jul
Great Conway Location! Shop Eat Hike Swim
Apartment (0 Bedroom) | Interior

Stay on Historic Estate! Quiet Limerick Escape

Stay on Historic Estate! Quiet Limerick Escape
3.0 star property
Limerick
The price is SAR 597
SAR 1,114 total
includes taxes & fees
27 Jun - 28 Jun
Stay on Historic Estate! Quiet Limerick Escape
Interior

Cozy Private Chalet-Close to Skiing with Hot Tub-Pet Friendly

Cozy Private Chalet-Close to Skiing with Hot Tub-Pet Friendly
Bartlett
10.0 out of 10, Exceptional, (5 reviews)
"Wonderful property made the stay so comfortable. "
United States
Jason G.
The price is SAR 982
SAR 2,573 total
includes taxes & fees
19 Jul - 20 Jul
Cozy Private Chalet-Close to Skiing with Hot Tub-Pet Friendly
Smart TV, fireplace

Cozy three bedroom house located just five minutes from Lake Winnipesaukee

Cozy three bedroom house located just five minutes from Lake Winnipesaukee
Wolfeboro
7.8 out of 10, Good, (18 reviews)
"Thanks for a great stay!"
United States
Lynne Q.
The price is SAR 845
SAR 1,414 total
includes taxes & fees
9 Jul - 10 Jul
Cozy three bedroom house located just five minutes from Lake Winnipesaukee
Property grounds

Luxury Tent in New Hampshire-Tail-Tuckaway

Luxury Tent in New Hampshire-Tail-Tuckaway
Wakefield
10.0 out of 10, Exceptional, (2 reviews)
"Such an amazing experience, my partner and I stayed here while attending the Maine Renaissance faire in Acton (only 20 minutes away) and we couldn't have asked for a better experience! Definitely the most glamorous camping experience we've ever had haha, we can't wait to book again"
United States
Rebecca
The price is SAR 563
SAR 697 total
includes taxes & fees
30 Jun - 1 Jul
Luxury Tent in New Hampshire-Tail-Tuckaway
Exterior detail

The in town cabin

The in town cabin
Conway
9.6 out of 10, Exceptional, (30 reviews)
"Great place to stay. "
United States
Zach F.
The price is SAR 422
SAR 760 total
includes taxes & fees
28 Jun - 29 Jun
The in town cabin
Terrace/patio

Reconnect with Nature at this Glamping Tent in East Wakefield, New Hampshire

Reconnect with Nature at this Glamping Tent in East Wakefield, New Hampshire
East Wakefield
The price is SAR 614
SAR 712 total
includes taxes & fees
28 Jun - 29 Jun
Reconnect with Nature at this Glamping Tent in East Wakefield, New Hampshire
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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Top Madison Hotel Reviews

Swiss Chalets Village Inn

Swiss Chalets Village Inn

10/10 Excellent
"Clean room’"
Ana 1-night trip
Posted 1 hour ago
Swiss Chalets Village Inn

Frequently asked questions

Are there vacation rentals in Madison?

Yes, you can find vacation rentals close to popular points of interest in Madison, or you can go with a more remote option if you're looking for relaxation. Madison is known for its shopping and ski areas. Make sure you have time to check out the lake views and restaurants during your trip.

What's the top vacation rental that Madison has to offer?

Couples Villa Retreat w/85” Sony HD 8K TV Pool table New Jacuzzi Spa & Game room: This vacation home near Madison is located in the city center and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals are there in Madison?

Expedia has 51 vacation rentals for your stay in Madison.

What’s there to see and do in Madison?

Explore the area and family-friendly sights such as Conway Station, or get out into nature at a spot like Silver Lake. King Pine Ski Area and Ossipee Pine Barrens Preserve are other places to visit while you're in town.

What’s a vacation rental in Madison like?

Vacation rentals are privately owned properties you can book for several days or longer in Madison. Vacation rentals feature extras such as WiFi and washers and dryers to help you enjoy your stay. If you're concerned about a clean environment, a vacation rental can provide a sense of security away from shared hotel elevators and busy lobbies while still allowing you to travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great option for a family getaway.