A waterfall cascading over rocks into a river, surrounded by lush green trees.

Seymour Vacation Rentals

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Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sep - 20 Sep
In four months
16 Oct - 18 Oct

Our top choices for Seymour vacation rentals

1 bedroom, desk, iron/ironing board, WiFi

One bedroom in United States of America, New Haven

One bedroom in United States of America, New Haven
Dwight
9.0 out of 10, Wonderful, (2 reviews)
"We enjoyed our stay. The accommodations were clean and spacious and communication was quick and helpful. Would definitely come back!"
United States
Rosanne M.
The price is AED 331
AED 728 total
includes taxes & fees
27 Jul - 28 Jul
One bedroom in United States of America, New Haven
TV

Tiny, Budget Friendly 1 Bedroom Central CT

Tiny, Budget Friendly 1 Bedroom Central CT
Southington
The price is AED 310
AED 728 total
includes taxes & fees
29 Jun - 30 Jun
Tiny, Budget Friendly 1 Bedroom Central CT
Pool

Business or Weekend escape

Business or Weekend escape
Stratford
9.2 out of 10, Wonderful, (55 reviews)
"I love the layout of this apt. Perfect for 2 to 3 people, it was clean and nothing out of place. The host was great and communicated well. I will be looking for this place again next year."
United States
Shamel
The price is AED 312
AED 538 total
includes taxes & fees
29 Jun - 30 Jun
Business or Weekend escape
1 bedroom, desk, iron/ironing board, free WiFi

Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk

Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk
Downtown Bridgeport
9.8 out of 10, Exceptional, (13 reviews)
"I was surprised by the large size of this apt, and that it had everything I needed for my stay. The location was perfect and very close to the event I was there for. Excellent host and I'm looking forward to booking this place again next year."
United States
Shamel
The price is AED 514
AED 852 total
includes taxes & fees
12 Jul - 13 Jul
Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk
Private kitchen

Elite room stay

Elite room stay
Bridgeport
The price is AED 760
AED 1,267 total
includes taxes & fees
29 Jun - 30 Jun
Elite room stay
1 bedroom, iron/ironing board, WiFi, bed sheets

Cozy 1-bedroom house in lovely New Haven with AC close to YaleUniversity

Cozy 1-bedroom house in lovely New Haven with AC close to YaleUniversity
Fair Haven
The price is AED 301
AED 419 total
includes taxes & fees
14 Jul - 15 Jul
Cozy 1-bedroom house in lovely New Haven with AC close to YaleUniversity
Exterior

Cozy One Bedroom Apartment Centrally Located in Southbury

Cozy One Bedroom Apartment Centrally Located in Southbury
Southbury
10.0 out of 10, Exceptional, (33 reviews)
"Everything was perfect and it's a great place to stay. Highly recommended and the folks there are A+."
United States
Bob
The price is AED 347
AED 473 total
includes taxes & fees
29 Jun - 30 Jun
Cozy One Bedroom Apartment Centrally Located in Southbury
Smart TV

Centric property close to all the great things in the city

Centric property close to all the great things in the city
Brooklawn - St. Vincent
7.2 out of 10, Good, (15 reviews)
"Having a microwave would also help with the amenities. Overall good. "
United States
Karen A.
The price is AED 579
AED 987 total
includes taxes & fees
29 Jun - 30 Jun
Centric property close to all the great things in the city
Dining

Spacious 2 Bedroom apartment close to Yale Bowl

Spacious 2 Bedroom apartment close to Yale Bowl
West New Haven
9.6 out of 10, Exceptional, (76 reviews)
"Spacious"
United States
Mehul
The price is AED 477
AED 852 total
includes taxes & fees
29 Jun - 30 Jun
Spacious 2 Bedroom apartment close to Yale Bowl
1 bedroom, iron/ironing board, WiFi, bed sheets

Once the old Schools house now a newly furnished Apartment

Once the old Schools house now a newly furnished Apartment
Wallingford Center
9.0 out of 10, Wonderful, (13 reviews)
"Excellent option for a short stay near the heart of it all in Wallingford."
United States
Jeanette W.
The price is AED 433
AED 1,071 total
includes taxes & fees
5 Jul - 6 Jul
Once the old Schools house now a newly furnished Apartment
Exterior

All New 1BR with tons of Charm

All New 1BR with tons of Charm
Wallingford Center
10.0 out of 10, Exceptional, (11 reviews)
"Charming, unique, and very comfortable. Would surely stay again. "
United States
David S.
The price is AED 433
AED 1,071 total
includes taxes & fees
29 Jun - 30 Jun
All New 1BR with tons of Charm
Exterior

Bright Downtown Studio near Yale & East Rock!

Bright Downtown Studio near Yale & East Rock!
Downtown New Haven
9.0 out of 10, Wonderful, (14 reviews)
"Conveniently located and nice, practically appointed stay for a business trip to work with a collaborator in town."
United States
Jeremy Y.
The price is AED 397
AED 898 total
includes taxes & fees
29 Jun - 30 Jun
Bright Downtown Studio near Yale & East Rock!
Interior

Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.

Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.
Watertown
8.6 out of 10, Excellent, (10 reviews)
"Great night stay! Wonderful place would definitely recommend! "
United States
Laurie P.
The price is AED 404
AED 538 total
includes taxes & fees
2 Jul - 3 Jul
Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.
Cookware/dishes/utensils

Urban Oasis 3BR Parking Washer & Dryer Yale East Rock

Urban Oasis 3BR Parking Washer & Dryer Yale East Rock
East Rock
9.6 out of 10, Exceptional, (15 reviews)
"wonderful stay - great apartment and location and communication!"
United States
Anonymous traveler
The price is AED 349
AED 979 total
includes taxes & fees
29 Jun - 30 Jun
Urban Oasis 3BR Parking Washer & Dryer Yale East Rock
Lobby

Spacious Bohemian Nook

Spacious Bohemian Nook
West New Haven
8.4 out of 10, Very Good, (8 reviews)
"The place was incredibly clean. The instructions were clear for entering and locking up. Great experience! Thanks Dylan. "
United States
Andrew P.
The price is AED 413
AED 919 total
includes taxes & fees
1 Jul - 2 Jul
Spacious Bohemian Nook
TV

Modern Westville Home Near Yale University

Modern Westville Home Near Yale University
West New Haven
The price is AED 389
AED 951 total
includes taxes & fees
29 Jun - 30 Jun
Modern Westville Home Near Yale University
Smart TV

Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.

Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.
Cheshire
9.2 out of 10, Wonderful, (20 reviews)
"Easy check in Rooms were comfortably spacious "
United States
Benjamin W.
The price is AED 456
AED 771 total
includes taxes & fees
29 Jun - 30 Jun
Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.
Exterior

Angelica’s safe haven @ west haven

Angelica’s safe haven @ west haven
West Haven
10.0 out of 10, Exceptional, (6 reviews)
"We had a great stay. Comfortable home with a large living room. Beds were great. "
United States
Jason V.
The price is AED 479
AED 1,208 total
includes taxes & fees
29 Jun - 30 Jun
Angelica’s safe haven @ west haven
TV

All new 1BR apartment with all the features you are looking for

All new 1BR apartment with all the features you are looking for
Wallingford Center
10.0 out of 10, Exceptional, (1 review)
"Clean & Comfortable, excellent accessibility to area restaurants & shopping.There was a hitch with my payment before check-in, the owner was helpful & communicative in resolving the issue.Overall, a great place to stay."
United States
Thomas S.
The price is AED 433
AED 1,071 total
includes taxes & fees
29 Jun - 30 Jun
All new 1BR apartment with all the features you are looking for
TV, books

Luxurious-Modern feel w/ custom features - AC, short walk to Shelton

Luxurious-Modern feel w/ custom features - AC, short walk to Shelton
Shelton
The price is AED 947
AED 2,242 total
includes taxes & fees
6 Jul - 7 Jul
Luxurious-Modern feel w/ custom features - AC, short walk to Shelton
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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Top Seymour Hotel Reviews

The Circle Hotel Fairfield

The Circle Hotel Fairfield

8/10 Good
"Good hotel. Nice staff."
Jennifer 1-night trip
Posted 1 hour ago
The Circle Hotel Fairfield

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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?

Beach Front Arts & Crafts House With Gorgeous Views Of The Sound: This vacation home rental near Seymour is located on the beach and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many vacation rentals will I find in Seymour?

Choose from 4 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 Southford Falls State Park.

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.