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Madison Vacation Rentals

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Vacation Rentals in Madison

Cliffside Resort Condominiums

3.0 star property
9.0 out of 10, Wonderful, (223)
"After some lengthy travel to get to LI this was an excellent choice to start our vacation. Great accommodations, comfortable and great location. "
The price is ¥39,786
¥51,754 total
includes taxes & fees
Jun 29 - Jun 30
Cliffside Resort Condominiums

Postcard Cabins Machimoodus

2.0 star property
9.8 out of 10, Exceptional, (30)
"Great stay"
The price is ¥21,596
¥30,670 total
includes taxes & fees
Jul 7 - Jul 8
Postcard Cabins Machimoodus

Rustic Lakeside Cabin at White Gate Farm

10.0 out of 10, Exceptional, (107)
"Just amazing!"
Rustic Lakeside Cabin at White Gate Farm

COZY Maple Tree Cabin - Situated on 6 private acres - short drive to beaches!😎

10.0 out of 10, Exceptional, (34)
"My wife and I loved our weekend stay at this cabin!"
The price is ¥51,619
¥101,434 total
includes taxes & fees
Jun 27 - Jun 28
COZY Maple Tree Cabin - Situated on 6 private acres - short drive to beaches!😎

Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub

10.0 out of 10, Exceptional, (131)
"My husband and I had a wonderful time at this idyllic cottage on the water in Branford. Great location and hosts. Beautiful community for long walks, restaurants nearby. Highly recommend! "
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub

Shoreline Oasis

6.0 out of 10, (1)
"So the listing said house number 26 but it's really 25. So we circled the block a few times. Then the key was not in the key safe. Called the owner who apologized profusely. Had to wait a half hour for the key. Not ideal. Otherwise ok. "
The price is ¥25,991
¥37,839 total
includes taxes & fees
Jun 29 - Jun 30
Shoreline Oasis

Luxury Apartments by Hyatus at Pierpont

4.0 star property
9.4 out of 10, Exceptional, (17)
"Phenomenal property. Beautiful room and great amenities. Great communication. "
Luxury Apartments by Hyatus at Pierpont

Luxury Furnished Apartments by Hyatus Downtown at Yale

3.5 star property
9.6 out of 10, Exceptional, (50)
"Great location, great stay!"
Luxury Furnished Apartments by Hyatus Downtown at Yale

Freeboard at Soundview · Beach+Ocean+Sunrise

2.0 star property
The price is ¥13,848
¥31,725 total
includes taxes & fees
Jul 2 - Jul 3
Freeboard at Soundview · Beach+Ocean+Sunrise

The Mast at Soundview · Beach+Ocean+Sunrise

2.0 star property
9.0 out of 10, Wonderful, (2)
"Nice place, little smaller than I was expecting, but location was close to the beach, info regarding access to the property was clear and easy to follow! Parking was assigned but other occupants decided not to utilize their assigned space and took ours. Be prepared to clean the studio before you leave to include dishes and take out the trash. Was surprised by the cleaning request. Overall great weekend!"
The price is ¥18,151
¥37,235 total
includes taxes & fees
Jul 2 - Jul 3
The Mast at Soundview · Beach+Ocean+Sunrise

The Bay Cottage · Rocky Neck Park, Beach & Niantic

2.0 star property
10.0 out of 10, Exceptional, (1)
"Everything was great!"
The price is ¥42,478
¥85,646 total
includes taxes & fees
Jul 6 - Jul 7
The Bay Cottage · Rocky Neck Park, Beach & Niantic

adorable ranch in beach community

10.0 out of 10, Exceptional, (44)
"Close to the shore and the heart of Old Saybrook. The house is very comfortable."
The price is ¥50,820
¥92,783 total
includes taxes & fees
Jul 7 - Jul 8
adorable ranch in beach community

Relax by the River | Branford Waterfront Home

8.8 out of 10, Excellent, (3)
"Clean, family friendly, and fun."
Relax by the River | Branford Waterfront Home

Charming Historic 2BR Retreat in New Haven – Cozy Stay Near Yale & Downtown!

10.0 out of 10, Exceptional, (5)
"We enjoyed our stay at this property. There was lots of room for us to gather and spend time together. The hosts were super helpful when we had any questions or issues and went out of their way to make our stay enjoyable. The property was close to Yale and the freeway, which made it easy to get around. The house was well appointed with everything we needed and was a great deal for the price. "
Charming Historic 2BR Retreat in New Haven – Cozy Stay Near Yale & Downtown!

The Anchor at Soundview · Beach+Ocean+Sunrise

2.0 star property
The price is ¥13,848
¥31,870 total
includes taxes & fees
Jun 29 - Jun 30
The Anchor at Soundview · Beach+Ocean+Sunrise

Work and Play Special! Extended Stay Discount

10.0 out of 10, Exceptional, (43)
"We had a lovely time at Cottage Green. Ingrid was a lovely owner and was very easy to communicate with!"
Work and Play Special! Extended Stay Discount

Stunning Waterfront Home with Private Beach!

10.0 out of 10, Exceptional, (45)
"The property is immaculate, so clean and peaceful, views are stunning. Can’t recommend enough."
Stunning Waterfront Home with Private Beach!

1-bedroom cottage with Grove Beach 🏖️ access.

9.2 out of 10, Wonderful, (26)
"Loved the overall stay and experience. The private beach access is a bonus"
The price is ¥14,427
¥35,938 total
includes taxes & fees
Jun 30 - Jul 1
1-bedroom cottage with Grove Beach 🏖️ access.

'The Gate House'on Beach front Estate with Dockage. Walk to Village .

9.8 out of 10, Exceptional, (92)
"This is a great place to stay in Greenport. It has a private beach and is quiet and friendly. It's a 2-minute drive to town and shops, but you will want to spend your time enjoying the beautiful waterfront views."
'The Gate House'on Beach front Estate with Dockage. Walk to Village .

Historic cottage in Deep River, CT

10.0 out of 10, Exceptional, (1)
"Wonderful stay. Charming and perfect. "
The price is ¥34,122
¥60,803 total
includes taxes & fees
Jul 17 - Jul 18
Historic cottage in Deep River, CT
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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Frequently asked questions

Are there vacation rentals in Madison?

Yes, we offer vacation rentals in Madison close to RJ Julia Booksellers, or you can go with a more remote option if you're looking for a relaxing stay. Nature enthusiasts will enjoy the beaches in Madison. Make sure you have time to check out the aquarium and waterfront during your trip.

What are some of the best vacation home rentals that Madison has to offer?

Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub : This vacation home rental outside of Madison is located on the beach and has an outdoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Kick off your shoes and enjoy yourself with a garden and a hot tub.

How many vacation rentals are there in Madison?

With 33 Expedia vacation rentals, you're sure to find just the right place for your Madison stay.

What’s there to see and do in Madison?

Family-friendly attractions include RJ Julia Booksellers and Anna Mia's, whereas Hammonasset Beach and Meigs Point Nature Center are a couple of great spots to enjoy the outdoors. Hammonasset Beach State Park and North Madison Shopping Center are other places to visit while you're in town.

What’s a vacation rental in Madison like?

Vacation rentals are privately owned properties where you can stay for a few weeks or just a few days in Madison. Vacation rentals feature extras like WiFi and washers and dryers so you'll have a home away from home. If you're concerned about cleanliness, vacation rentals can offer a sense of privacy away from public hotel elevators and busy front desks while still allowing you to travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive choice for a family getaway.