Cottage holiday rentals in Madison
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Top-rated cottage rentals in Madison
Guests agree: these cottages are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for cottage rentals in Madison
Cottage rentals with a hot tub
Cottage in Ledyard
4.9 out of 5 average rating, 144 reviewsWaterfront cottage overhanging the water!
29 Jan – 5 Feb
Cottage in Cutchogue
4.69 out of 5 average rating, 187 reviewsLovely 2 BR Beach House No. Shore
17–24 Dec
Cottage in Litchfield
4.89 out of 5 average rating, 257 reviewsLitchfield - Hot Tub - Mohawk Mountain - Fireplace
24–31 Jul
Cottage in Port Jefferson
4.8 out of 5 average rating, 264 reviewsThe Hilltop Harborview
7–14 Jan
Cottage in Old Lyme
4.79 out of 5 average rating, 168 reviewsPrivate Beach Cottage
11–18 Aug
Cottage in Burlington
5.0 out of 5 average rating, 42 reviewsCozy Cottage w/Lakefront Views, Swim Spa & Firepit
27 May – 3 Jun
Cottage in Danbury
4.91 out of 5 average rating, 70 reviewsThe Nugget: Sunlit Cottage with Hot Tub & Fire Pit
22–29 Nov
Cottage in Bridgehampton
5.0 out of 5 average rating, 50 reviewsBridgehampton Cottage Close to Town, South of HWY
Pet-friendly cottage rentals
Cottage in Newtown
4.92 out of 5 average rating, 164 reviewsPrivate and Serene home close to I-84 and shopping
8–15 Dec
Cottage in Redding
4.93 out of 5 average rating, 232 reviewsCozy Cottage by the pond
6–13 Jun
Cottage in Groton
4.99 out of 5 average rating, 150 reviewsMind Over Mystic Cottage
6–13 Sept
Cottage in Groton
4.95 out of 5 average rating, 272 reviewsRestored Historic Schoolhouse, Mystic River Views
12–19 Sept
Cottage in Sharon
4.9 out of 5 average rating, 124 reviewsFoxfire Hill: A Bit of Luxury in the Countryside
13–20 Dec
Cottage in Charlestown
4.88 out of 5 average rating, 132 reviewsPet-Friendly Private Beach Oceanfront Cottage A/C
28 Dec – 4 Jan
Cottage in New Fairfield
4.93 out of 5 average rating, 259 reviewsSweet Dotti's Cottage on Candlewood Lake - 60M NYC
3–10 Jan
Cottage in Mystic
4.9 out of 5 average rating, 218 reviewsCottage in downtown Mystic
19–26 Oct
Private cottage rentals
Cottage in Goshen
4.98 out of 5 average rating, 103 reviewsCountry Cottage in Goshen
7–14 Jan
Cottage in Collinsville
4.96 out of 5 average rating, 112 reviewsThe Carriage House
19–26 Dec
Cottage in Chaplin
4.88 out of 5 average rating, 128 reviewsClark Cottage in the historic village in Chaplin
5–12 Sept
Cottage in Danbury
4.97 out of 5 average rating, 113 reviewsFern Grove Cottage
29 May – 5 Jun
Cottage in Watertown
4.81 out of 5 average rating, 129 reviewsLakefront Cottage with Private Dock in CT
6–13 Sept
Cottage in Milford
4.88 out of 5 average rating, 134 reviewsDirect waterfront beach cottage
13–20 Sept
Cottage in Lebanon
4.86 out of 5 average rating, 135 reviewsGo Jump in the Lake!
27 Sept – 4 Oct
Cottage in Clinton
4.98 out of 5 average rating, 92 reviewsGuest House at the Marina
6–13 Feb
Quick stats about cottage rentals in Madison
Total rentals
10 properties
Popular amenities
Kitchen, Wifi and Pool
Wifi availability
10 properties include access to wifi
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
400 reviews
Nightly prices starting at
£80 before taxes and fees
Destinations to explore
- Cottage rentals Connecticut
- Rentals with a firepit Madison
- Waterfront rentals Madison
- Family-friendly rentals Madison
- Rentals with outdoor seating Madison
- Pet-friendly rentals Madison
- Rentals with beach access Madison
- Rentals with a washing machine and dryer Madison
- House rentals Madison
- Monthly Rentals Madison
- Rentals with a fireplace Madison
- Rentals with a patio Madison
- Family-friendly rentals Madison
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