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Woodmont Vacation Rentals

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Vacation Rentals in Woodmont

Beach Front Arts & Crafts House With Gorgeous Views Of The Sound
10.0 out of 10, Exceptional, 104 reviews
"We loved staying at this house. The elevator was important to me & was perfect for my arthritic knees. The house had so much character & the views were outstanding. A lot of time was spent on the front porch looking at the amazing view of the sound. Definitely will stay here again."
Beach Front Arts & Crafts House With Gorgeous Views Of The Sound
New Haven Village Suites
3.0 star property
7.6 out of 10, Good, 1,853 reviews
"We stayed only one night as planned. The property is in need of renovation, more than just paint. Our room had a musty smell and the carpets were worn out. The people working there were great. I hope they can rejuvenate this area. "
The price is CA $128
CA $147 total
includes taxes & fees
Jul 2 - Jul 3
New Haven Village Suites
Beachfront Romance: Rustic Home w/ Private Beach
9.2 out of 10, Wonderful, 41 reviews
"Love this place! Nice beach and quiet road. Great restaurant 5 minutes away."
Beachfront Romance: Rustic Home w/ Private Beach
Business or Weekend escape
9.4 out of 10, Exceptional, 16 reviews
"Well kept studio type with everything you need. A much better option than getting a hotel in Bridgeport and an uber to downtown is very cheap. Quick replies from the host."
The price is CA $102
CA $184 total
includes taxes & fees
Jun 30 - Jul 1
Business or Weekend escape
DUNE Fairfield Beach
3.0 star property
9.0 out of 10, Wonderful, 13 reviews
"perfectly clean, quiet, great location "
The price is CA $267
CA $383 total
includes taxes & fees
Jun 27 - Jun 28
DUNE Fairfield Beach
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
10.0 out of 10, Exceptional, 113 reviews
"Was looking for a coastal retreat to enjoy a couple days with my daughter who lives near this location. This property had everything from a super clean, cozy studio with fridge and counters filled with surprising treats, incredible hot tub with lights in the trees, pool to cool off and little private beach to launch a paddlleboard and kayak, or hang out at night with a burn pit. If you are just a beach person and want toes in the sand and to swim in the ocean, this area is not for you....
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
Luxury Designer 2 bedroom+office/3bed vacation home.
9.6 out of 10, Exceptional, 11 reviews
"This was a great place. Very clean. Much larger than the photos make it seem. Host was very responsive. Neighborhood was a bit sketchy but overall a very comfortable and nice stay. Very close to the Hartford Healthcare Amphitheater which is where we needed to go. Would definitely return and highly recommend!"
The price is CA $175
CA $542 total
includes taxes & fees
Jun 28 - Jun 29
Luxury Designer 2 bedroom+office/3bed vacation home.
Beach Apt. Wineries, Shopping, Dining
6.8 out of 10, 3 reviews
"The property manager was great! Place was very nice even though we were really only there to sleep. Will definitely consider in the future!"
The price is CA $239
CA $427 total
includes taxes & fees
Jul 8 - Jul 9
Beach Apt. Wineries, Shopping, Dining
Westport Paradise With Every Amenity!
10.0 out of 10, Exceptional, 14 reviews
"The guest house was spacious and well appointed. The furnishings were very comfortable. The grounds at the house are beautiful. We thoroughly enjoyed our stay."
The price is CA $801
CA $1,151 total
includes taxes & fees
Jun 26 - Jun 27
Westport Paradise With Every Amenity!
Cozy, fully remodeled water view home on quiet cul de sac
9.8 out of 10, Exceptional, 98 reviews
"I very much enjoyed my stay here! It was short, because we were only in town for a wedding, but it was the perfect spot to stay. It was so nice to walk down to the beach and be so close to the water. The owner also communicated kindly and promptly when I reached out once."
Cozy, fully remodeled water view home on quiet cul de sac
Luxury Furnished Apartments by Hyatus Downtown at Yale
3.5 star property
10.0 out of 10, Exceptional, 23 reviews
"This was an amazing property to stay at. Super accommodating when we needed to extend our stay. Very clean and easy to check in and out of. They thought of everything even down to the toothpaste!"
Luxury Furnished Apartments by Hyatus Downtown at Yale
BREATHTAKING BUNGALOW-HOME AWAY FROM HOME
10.0 out of 10, Exceptional, 16 reviews
"We chose this cottage again because we liked it so much last year. It works very well for the two of us, and the owner goes above and beyond to make sure we are comfortable."
BREATHTAKING BUNGALOW-HOME AWAY FROM HOME
Soundview Beach House: 4BR,Panoramic Views 1.5hrsNYC, Sits Directly on beach
9.8 out of 10, Exceptional, 52 reviews
"Couldn't say enough positive's about this stay. The owner was very responsive from before it was even booked all the way through the stay and after. The house has a gorgeous view and it's cozy for a nice weekend away. We will definitely be back."
Soundview Beach House: 4BR,Panoramic Views 1.5hrsNYC, Sits Directly on beach
gorgeous victorian direct ocean front single family six bedroom, ten rooms
10.0 out of 10, Exceptional, 52 reviews
"We had a wonderful weekend. The house was perfect and completely met all our needs. Great location and views."
gorgeous victorian direct ocean front single family six bedroom, ten rooms
(HIGH DEMAND)Close To Downtown Free Wi-fi/Parking/ Metro North & I-95 3 mins
9.4 out of 10, Exceptional, 3 reviews
"The location of Ms. Jay's place is unbeatable! My group and I were in town for an event in the Total Mortgage Arena. The drive was 5 minutes max! Ms. Jay is great with communication. She was always available for any questions. The apartment is very homey, cozy and comfortable. Very nicely decorated and it has everything you might need. (We would just recommend some mirrors in the bedrooms). The place is next to a very busy street which there is always a lot of noise, especially at night. One...
(HIGH DEMAND)Close To Downtown Free Wi-fi/Parking/ Metro North & I-95 3 mins
Grace Island. Private Island! Vacations, Getaways, Weddings & Special Events.
Grace Island. Private Island! Vacations, Getaways, Weddings & Special Events.
Waterfront Cottage in Branford
10.0 out of 10, Exceptional, 81 reviews
"Beautiful house in a beautiful location! We hope to return soon!"
Waterfront Cottage in Branford
Direct Beachfront Property On Long Island Sound
10.0 out of 10, Exceptional, 26 reviews
"We had a wonderful time on the beach, in the ocean and just relaxing in the house. There were nice restaurants in the area to try and some fun day trips to take with the kids. We'd go back!"
Direct Beachfront Property On Long Island Sound
The Dream Location for Your Perfect Vacation
9.8 out of 10, Exceptional, 15 reviews
"The cottage has the most wonderful views! We loved our stay!"
The Dream Location for Your Perfect Vacation
Coastal Retreat: Charming 3-Bedroom Fairfield Townhouse nr Beaches & Town Center
10.0 out of 10, Exceptional, 12 reviews
"Stayed at Coastal Retreat for a weekend visit with son who attends Fairfield University, brought both sets of parents and teen daughter (ages ranging 73-16), plenty of room and able to enjoy a wonderful family dinner with son even in attendance. Wonderful area, close walk to beach and easy to get to downtown Fairfield and university. Very clean and welcoming! Greg was wonderful to work with and answered any question we had that came up both prior and upon arrival. The only thing we would mention...
Coastal Retreat: Charming 3-Bedroom Fairfield Townhouse nr Beaches & Town Center
Don't see what you're looking for?
See all available properties in Woodmont
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.

Other types of properties in Woodmont you may be interested in

New Haven Hotel
3.5 star property
8.8 out of 10, Excellent, 1,259 reviews
"Excellent hotel."
The price is CA $204
CA $235 total
includes taxes & fees
Jul 21 - Jul 22
New Haven Hotel
The Circle Hotel Fairfield
3.0 star property
8.8 out of 10, Excellent, 1,145 reviews
"The staff is very helpful! The rooms are immaculately clean. The area is quiet, short ride to the beach, great restaurants and a quick train ride into NYC!"
The price is CA $195
CA $225 total
includes taxes & fees
Jun 30 - Jul 1
The Circle Hotel Fairfield
Cambria Hotel New Haven University Area
3.0 star property
8.8 out of 10, Excellent, 385 reviews
"Staff was nice and environment was safe "
The price is CA $185
CA $212 total
includes taxes & fees
Jul 1 - Jul 2
Cambria Hotel New Haven University Area
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.

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Woodmont. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find vacation rentals in Woodmont?

Yes, you can find vacation rentals near top local attractions in Woodmont, or you can choose a secluded option if you're looking for a relaxing stay.

What are some of the best vacation home rentals in Woodmont?

Business or Weekend escape: Visitors like this Woodmont vacation home rental. It has air-conditioning and WiFi to help you feel perfectly comfortable in your new surroundings.

How many vacation rentals will I find in Woodmont?

Choose from 6 Expedia vacation rentals in Woodmont for a memorable vacation.

What’s there to see and do in Woodmont?

While exploring the area, visit family-friendly sights like Peabody Museum of Natural History, or get outside and enjoy nature at Seabluff Beach. In the larger area, you’ll find Westfield Connecticut Post Mall and Sandy Point Beach.

What’s a vacation rental in Woodmont like?

Vacation rentals are privately owned properties you can stay in for a couple of days or more in Woodmont. Vacation rentals feature extras such as kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of security away from public hotel elevators and busy concierge 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 a great option for small groups.

Recent reviews of Woodmont properties
Expedia verified reviews