Apartment vacation rentals in Madison

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Top-rated apartment rentals in Madison

Guests agree: these apartments are highly rated for location, cleanliness, and more.

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Guest favorite

Apartment in Mystic

4.93 out of 5 average rating, 168 reviews

Stylish Downtown Mystic Apt.

Experience the unique charm of Mystic in this fully-renovated and centrally-located apartment featuring 2 bedrooms and 1 bathroom in the heart of downtown. Located a few blocks from the Mystic train station and steps from dozens of restaurants, shops, and world-class attractions like Mystic Seaport and Mystic Aquarium, this property offers the perfect combo of space, style and convenience. After exploring our beautiful coastal town, you'll look forward to relaxing at your home-away-from-home.

Guest favorite

Apartment in New London

4.9 out of 5 average rating, 163 reviews

Ocean Breeze

Bright sun filled second floor apartment in a multi unit building. The apartment has one bathroom , two bedrooms the first with a king size bed and the second has a queen. LIving room, dining room, full kitchen with coffee bar. We are a 15 min walk to downtown shops, restaurants, ferries and train station. The home is minutes from the I-95 and we are a half hour drive of the areas most popular attractions. Note there are stairs and a claw foot tub which may make access difficult for some.

Superhost

Apartment in Mystic

4.85 out of 5 average rating, 106 reviews

Heart of DT Mystic 2BR Lux Summer Getaway SeaWolf

Be one of the first to stay in the SeaWolf House - 1 of 4 Made for Luxury AirBNB rentals new in Aug. 2020. Your romantic getaway is a 3 min walk to The Oyster Club, to Deep Water Marinas, Fine Restaurants, Captain Daniel Packer Inn, SIFT Bakery, the Historic Mystic Drawbridge, Train Station, and Unique Shops. Fully equipped high-end kitchen. Sleeps 4 with 1 on-site parking space, and shared backyard space. Enjoy the salt air in mystics finest. No expense was spared to make this cozy retreat.

Superhost

Apartment in Wooster Square

4.84 out of 5 average rating, 131 reviews

Lovely 2BR by Wooster Sq.- great neighborhood!

Welcome to New Haven, CT! Come stay in our beautiful apartment located walking distance to Wooster Square. It's close to some great restaurants, parks, nightlife, and all the great landmarks in the area! Amenities include a full kitchen with Keurig/K-cups, Wifi, Smart Roku TV with apps, full bath with towels, shampoos/lotions, laundry room, and workspace with desk to name a few. Located in a quiet neighborhood, this space is perfect for anyone traveling, studying, working remotely, etc.

Top guest favorite

Apartment in Sag Harbor

4.98 out of 5 average rating, 172 reviews

Updated apartment in historic village home

Quiet updated apartment close to Main St, boats and beaches. This second floor apartment has a private entrance and allows use of the front yard. Our home was built in 1880 but has just been renovated for a modern beach bungalow feel. The location is the perfect balance of a quiet neighborhood and close proximity to Marine Park, shops, restaurants, the Hampton Jitney and nightlife. The center of main street is less than a quarter mile from the apartment (4 minutes on foot). Walk to all!

Guest favorite

Apartment in Groton

4.85 out of 5 average rating, 424 reviews

⚓ Downtown Mystic- Top Location, Parking, WiFi, AC

Super walkable location with free parking spot and Smart TVs! Enjoy water views of the Mystic River while you relax on the front porch and watch the boats go by. Located right on Water Street, this apartment is literally steps away from some of the best restaurants and attractions in Downtown Mystic. Comfortably furnished to accommodate up to 6 guests with linens, towels, cookware, bathroom amenities and coffee/ tea, and off-street parking included!

Top guest favorite

Apartment in Fairfield

4.97 out of 5 average rating, 118 reviews

Sunny Fairfield Studio Apartment

Enjoy this sunny, newly-renovated, modern Fairfield studio apartment, located in the carriage building of a historic early 1900's house. Great for an individual, couple, or family. Well situated, a short drive to Sacred Heart & Fairfield Universities, downtown Fairfield and the beach, Silverman's Farm and other Easton farms for apple picking, petting zoos, and the like, and Fairfield Metro Station for a 1 hour train ride to NYC.

Guest favorite

Apartment in Montauk

4.86 out of 5 average rating, 111 reviews

Recharge at our Renovated ocean front unit

Looking for a relaxing weekend to recharge on the beach? Then this newly renovated, bohemian-chic, apartment is perfect for you. Imagine waking up every morning to beautiful unobstructed ocean views and ending your night with a drink in hand watching the sunset. If you’re lucky, you might see some whales or dolphins breaching in the water right off our private beach. We would love to host you for your Montauk beach getaway.

Guest favorite

Apartment in Mystic

4.9 out of 5 average rating, 110 reviews

Downtown Mystic, Private Luxury 2BR w Free Parking

Recently renovated and perfectly located! A private two-bedroom apartment on a private street in central Historic Mystic, CT! Free parking on premises for guests Park your car and never use it - Close walk to multiple famous attractions! - Mystic Pizza - Famed Drawbridge - Seaport Museum - Main Street Driving distance to even more - Mystic Aquarium, beaches, casinos, golf courses, Olde Mistick Village, and more!

Top guest favorite

Apartment in North Fork

4.96 out of 5 average rating, 142 reviews

Upscale Newly Constructed Apartment

Upscale 2- story building offers 3 bedrooms, 2 baths spacious apartment in the heart of Greenport. A vaulted ceiling in the great room (kitchen, dining & living room) with large windows and hardwood floors with plenty of natural light. Utilities included. CAC, Laundry. Less than a mile to a public beach, public transportation, restaurants, shops and Mitchell park. Off street parking for 2-3 cars.

Guest favorite

Apartment in Shelter Island Heights

4.91 out of 5 average rating, 245 reviews

Squire Chase House

Wide open loft like space in the heart of the Heights walking distance to North ferry and Marie Eiffel market Many antiques including 1930s leather club chairs and a wonderful 1850 Swedish gustavian sofa in the living room many original pieces of art work Note :the bath tub in the master bedroom is for decoration only Shelter Island license B Zone

Guest favorite

Apartment in North Fork

4.82 out of 5 average rating, 119 reviews

House on First

This beautiful upstairs apartment is 2 blocks from the charming Village of Greenport. It’s walking distance to many fine restaurants, beautiful beaches, antique carousel in Mitchell Park and ferry to Shelter Island. There’s a deck upstairs you can have your morning coffee before you head out on your next adventure!

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What guests are saying

On the Park: 3 RM Apt. w/kit. in historic house

4.9 out of 5 average rating, 210 reviews2 months ago

Noel was an incredibly gracious and friendly host, providing us with everything we needed for a great stay in her apartment. The apartment itself is so cozy; we particularly enjoyed the library room and exploring the hundreds of titles Noel keeps there. I would recommend Noel’s apartment to anyone that is making a trip to New Haven.

Apartment in East Rock

What guests are saying

Everything you need! Apartment!

4.99 out of 5 average rating, 98 reviews1 week ago

We were for a short stay at Jerry's place. The house was the same as it was shown in photos, very clean and comfortable bed, Jerry was very responsive and even offer us to do the early check-in .You are doing a great job , well done. Thank you Jerry, we definitely coming back. 🌟🌟🌟🌟🌟

Apartment in Waterbury

What guests are saying

Beacon Cove

4.89 out of 5 average rating, 9 reviews1 month ago

Looking for a unique place to stay in New Haven that is walking distance to everything? This is it! Ulo’s place is exactly as pictured and is a home from home. Checkin was seamless and Ulo went above and beyond to make sure we had everything we needed. Even ordering extra coffee for us and checking in with us regularly.

Apartment in New Haven

What guests are saying

Luxury 1 Bedroom Apt Near Mystic Drawbridge

5 out of 5 average rating, 56 reviews3 weeks ago

Our stay a Nik’s home was nothing short of perfect! Situated so close to town afforded us the luxury of exploring by foot. No reasonto take the car anywhere. The one bedroom space is quite spacious and so comfortable. It’s beautifully decorated and is equipped with everything you could possibly need. Nik even left a thoughtful note with a bottle of wine knowing that we were there to celebrate my husbands birthday! He also had great communication with wonderful suggestions for the best restaurants to choose from. Our stay couldn’t have been any more enjoyable.

Apartment in Mystic

What guests are saying

Luxury 2BR Apt + Work-From-Home Space

5 out of 5 average rating, 11 reviews1 month ago

Everything was great! Place was beautiful, with really nice amenities. Host was very responsive and instructions to access the apartment and parking were clear and well communicated. Location was convenient and walkable to plenty of restaurants and areas of interest. Highly recommended!

Apartment in New Haven

What guests are saying

Brand New & Bright, Easy to I95 Close to New Haven

4.83 out of 5 average rating, 6 reviews6 months ago

The place was super clean and had everything we needed. It was close to the highway which was really convenient. There were restaurants around, an and 24 hour convenience store/Dunkin Donuts/gas station across the street, which was nice. The area felt safe and the building was secure. The host was really nice snd helpful. We loved the place and had a great trip!

Apartment in Branford

What guests are saying

Historic Stonington Apartment:Walk to Shops+Harbor

4.8 out of 5 average rating, 106 reviews6 days ago

Want to stay in a quaint and quiet place that walkable to a Beach? Look no further to this Place. Set inside a classic brick building, this has such character and the Heart of the Town is only no more than one block away. So many places walkable for here and this is a very close knit Community! I would be more than happy to return here again! Thank you so much for hosting!

Apartment in Stonington

What guests are saying

Sunny apt in the treetops of Greenport village

4.7 out of 5 average rating, 10 reviews32 months ago

We loved our stay at Meg’s The house is an older home that is beautifully renovated. Nice older touches on a completely new space. The space was immaculately clean. We loved being close to the hub of town, but not on the Main Street We basically parked our car and didn’t need to drive to get a cup of coffee or for dinner. Check in and out was super easy. Didn’t need to communicate with Meg because everything was in order. She even gave us later check out. Would definitely stay again

Apartment in North Fork