Seymour Vacation Rentals

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Vacation Rentals in Seymour

New Haven Village Suites
3.0 star property
7.6 out of 10, Good, 1,847 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 ¥15,613
per night
Jul 1 - Jul 2
New Haven Village Suites
Business or Weekend escape
9.4 out of 10, Exceptional, 15 reviews
"3rd time here. Very clean. Easy to communicate with the owner. A great place for a one day or more gateway."
The price is ¥11,805
per night
Jun 30 - Jul 1
Business or Weekend escape
DUNE Fairfield Beach
3.0 star property
9.4 out of 10, Exceptional, 12 reviews
"perfectly clean, quiet, great location "
The price is ¥36,730
per night
Jun 20 - Jun 21
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
"Had a great stay!"
The price is ¥20,147
per night
Jun 26 - Jun 27
Luxury Designer 2 bedroom+office/3bed vacation home.
Luxury Furnished Apartments by Hyatus Downtown at Yale
3.5 star property
10.0 out of 10, Exceptional, 22 reviews
"Better than most hotels nearby"
Luxury Furnished Apartments by Hyatus Downtown at Yale
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 ¥92,079
per night
Jun 19 - Jun 20
Westport Paradise With Every Amenity!
Direct Lakefront Living - Floating Dock, Boat Watching, Kayaks, & EV Charger
9.8 out of 10, Exceptional, 21 reviews
"The property was as described and the living space was perfect for our visit. The deck and views are amazing. If staying at this property, you just need to be aware that it is very difficult getting luggage and groceries into the property. You have to go down a long flight of stairs, walk down a very steep driveway and then go down another flight of stairs. Once you are in, bedroom access requires that you go up or down additional stairs."
Direct Lakefront Living - Floating Dock, Boat Watching, Kayaks, & EV Charger
BREATHTAKING BUNGALOW-HOME AWAY FROM HOME
10.0 out of 10, Exceptional, 15 reviews
"Donna, the host, was absolutely wonderful. Very responsive. Cute beach bungalow. Very comfortable. Perfect for the three of us, 2 adults and 19 year old daughter. Would absolutely recommend."
BREATHTAKING BUNGALOW-HOME AWAY FROM HOME
Beautiful cozy rooms near hospital and down town area
8.0 out of 10, Very Good, 11 reviews
"People were very nice and welcoming. Area looks questionable but the place itself is very comfortable, clean and enjoyable."
The price is ¥17,190
per night
Jun 19 - Jun 20
Beautiful cozy rooms near hospital and down town area
gorgeous victorian direct ocean front single family six bedroom, ten rooms
10.0 out of 10, Exceptional, 51 reviews
"Wonderful host. Easy communication. Great house."
gorgeous victorian direct ocean front single family six bedroom, ten rooms
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
(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.
NEW Luxury 1bd apt w/all the amenities @ Yale, Wooster Sq, DT New Haven. Pets ok
9.0 out of 10, Wonderful, 2 reviews
"What a great place! Location, location. Located on edge of Little Italy with great restaurants and bars. Our favorite was Zenellis. Less than 15 minute walk to downtown New Haven with lots of dining options. Take in the Trinity Bar nearby- great fun! Furniture was modest but adequate. Great kitchen."
The price is ¥23,341
per night
Jun 23 - Jun 24
NEW Luxury 1bd apt w/all the amenities @ Yale, Wooster Sq, DT New Haven. Pets ok
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
Beautiful 4BR Beach House with Private Beach Access.
10.0 out of 10, Exceptional, 65 reviews
"Visited family back in CT and this was the perfect place to stay. Kind of like a Tardis, it was bigger on the inside! Thank you!"
Beautiful 4BR Beach House with Private Beach Access.
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
Entertainers Dream, Candlewood Lake, Hot Tub,Disco,Theatre,Music studio..more!
10.0 out of 10, Exceptional, 72 reviews
"We stayed here for my friend's low-key bachelorette party. Peter was a great and responsive host, and the property was wonderful. We sang lots of karaoke and enjoyed cocktails on the large deck with beautiful views. Access to the community beach club was a big plus. Everyone had a great time and was really impressed with this property. Highly recommend it!"
Entertainers Dream, Candlewood Lake, Hot Tub,Disco,Theatre,Music studio..more!
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See all available properties in Seymour
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 Seymour you may be interested in

New Haven Hotel
3.5 star property
8.8 out of 10, Excellent, 1,247 reviews
"We are visiting Yale. The location of the hotel is good -- walkable to the campus and business around. The room is clean and renovated."
The price is ¥23,453
per night
Jun 23 - Jun 24
New Haven Hotel
Red Roof Inn Milford - New Haven
2.0 star property
7.0 out of 10, Good, 1,000 reviews
"Always my little spot to go to when pass through, it’s clean always and the atmosphere is clean!!"
The price is ¥13,058
per night
Jun 19 - Jun 20
Red Roof Inn Milford - New Haven
The Circle Hotel Fairfield
3.0 star property
8.8 out of 10, Excellent, 1,130 reviews
"Our stay was very pleasant. Beds were clean and comfy. Roku TV Shower was good. Breakfast, waffle maker, cereal, toast, bagel, pastries and coffee"
The price is ¥19,691
per night
Jun 27 - Jun 28
The Circle Hotel Fairfield
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 Seymour?

Yes, there are vacation rentals in Seymour near Waterski Connecticut, or you can choose a more remote option if you're looking for a relaxing stay. Seymour is known for its restaurants and shopping. Make sure you have time to check out the beaches while you're in the area.

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

Business or Weekend escape: This vacation home rental near Seymour has air-conditioning and WiFi to help you feel perfectly comfortable in your new surroundings.

How many vacation rentals will I find in Seymour?

Choose from 3 Expedia vacation rentals in Seymour for a memorable vacation.

What can I see and do in Seymour?

Family-friendly attractions include Waterski Connecticut, whereas Housatonic River is a spot to enjoy the outdoors. In the larger area, you’ll find Indian Well State Park and Southern Connecticut State University.

What are vacation rentals like in Seymour?

Vacation rentals are privately owned accommodations you can stay in for several days or longer in Seymour. Vacation rentals provide amenities like WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of seclusion away from public hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive option for small groups.

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