Seymour Holiday Rentals

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Check prices for these dates

In two weeks
27 Mar - 29 Mar
In two months
8 May - 10 May
In three months
5 Jun - 7 Jun
In four months
3 Jul - 5 Jul

Our top choices for Seymour holiday rentals

TV

Holiday Home in Wallingford Center

Once the old Schools house now a newly furnished Apartment
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 HK$990
HK$2,281 total
includes taxes & fees
13 Mar - 14 Mar
Once the old Schools house now a newly furnished Apartment
Interior

Cabin in Bethlehem

Cozy & Serene Cabin with Fireplace, Ski Nearby!
9.8 out of 10, Exceptional, (40 reviews)
"Very comfortable property. The host had thought of everything!"
United States
Jennifer Y.
Cozy & Serene Cabin with Fireplace, Ski Nearby!
Fridge, microwave, oven, stovetop

Apartment in Southbury

Private Apartment in Southbury 103
10.0 out of 10, Exceptional, (2 reviews)
"Property management team was very quick to respond to any question or issue I had. Excellent location around eateries and activities "
United States
Dominick S.
The price is HK$676
HK$1,699 total
includes taxes & fees
13 Mar - 14 Mar
Private Apartment in Southbury 103
Exterior

Apartment in Wallingford Center

All New 1BR with tons of Charm
9.8 out of 10, Exceptional, (8 reviews)
"Charming, unique, and very comfortable. Would surely stay again. "
United States
David S.
The price is HK$990
HK$2,367 total
includes taxes & fees
15 Mar - 16 Mar
All New 1BR with tons of Charm
Private kitchen

Holiday Home in The Hill

Cozy Room in charming New Haven near Yale/Hospitals!
10.0 out of 10, Exceptional, (2 reviews)
"Very nice house and very clean I really love it "
United States
Peterson
The price is HK$563
HK$1,209 total
includes taxes & fees
13 Mar - 14 Mar
Cozy Room in charming New Haven near Yale/Hospitals!
Smart TV

Holiday Home in Brooklawn - St. Vincent

Centric property close to all the great things in the city
7.0 out of 10, Good, (14 reviews)
"This rental was great accommodation"
United States
Alma B.
The price is HK$1,232
HK$2,327 total
includes taxes & fees
13 Mar - 14 Mar
Centric property close to all the great things in the city
Exterior

Apartment in West Haven

Angelica’s safe haven @ west haven
10.0 out of 10, Exceptional, (6 reviews)
"Quiet place with spacious living room perfect for movie nights. Also just a 10-minute drive from the beach and multiple dining options. Host was very accommodating and communicative. Would stay here again."
United States
Veronica
The price is HK$1,021
HK$2,511 total
includes taxes & fees
13 Mar - 14 Mar
Angelica’s safe haven @ west haven
Fridge, microwave, oven, stovetop

Apartment in Dwight

One bedroom in United States of America, New Haven
8.6 out of 10, Excellent, (4 reviews)
"Apartment was very clean and well supplied, host very responsive. Location is convenient to Yale and restaurants. As noted in the listing, you'll have to carry your luggage up 4 flights of stairs. There is some street noise as is typical for that part of the city. Very happy with it overall and plan to stay again."
United States
Philip S.
The price is HK$626
HK$1,461 total
includes taxes & fees
15 Mar - 16 Mar
One bedroom in United States of America, New Haven
1 bedroom, iron/ironing board, free WiFi, bed sheets

Holiday Home in Shelton

Charming & Private 1-bed & 1 ba ,sleeps 2, on 1st floor of a 5 bed 3ba House,
9.0 out of 10, Wonderful, (2 reviews)
"The house was very clean. Rudolph and his son were very personable and welcoming. Very much enjoyed our stay."
United States
Alex C.
The price is HK$939
HK$1,540 total
includes taxes & fees
15 Mar - 16 Mar
Charming & Private 1-bed & 1 ba ,sleeps 2, on 1st floor of a 5 bed 3ba House,
Outdoor pool

Holiday Home in Oxford

Cozy 1-bedroom apartment in lovely Oxford
10.0 out of 10, Exceptional, (2 reviews)
"I made a late reservation, and my host, Jackie, was always accommodating, welcoming, and in regular communication with me. The amenities were just what I needed, right down to the coffee pod and snack selection! The apartment is well laid out, as if I were walking into my own home, convenient to shopping and friends.Thank you, Jackie!"
United States
LIsa G.
The price is HK$876
HK$1,254 total
includes taxes & fees
13 Mar - 14 Mar
Cozy 1-bedroom apartment in lovely Oxford
Dining

Apartment in West New Haven

Spacious 2 Bedroom apartment close to Yale Bowl
9.6 out of 10, Exceptional, (69 reviews)
"The apartment was very clean and convenient. Will definitely stay there again. "
United States
Joan S.
The price is HK$1,017
HK$1,776 total
includes taxes & fees
15 Mar - 16 Mar
Spacious 2 Bedroom apartment close to Yale Bowl
Marina

Holiday Home in Fair Haven

Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.
9.6 out of 10, Exceptional, (15 reviews)
"Had a really nice stay, enjoyed this open airy space with comfortable beds and beautiful light with a view of the river. Very nice time, would stay again."
United States
Brian B.
The price is HK$1,322
HK$2,515 total
includes taxes & fees
16 Mar - 17 Mar
Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.
Dining

Holiday Home in Mill River

Stocked home close to Yale, in Heart of New Haven
9.2 out of 10, Wonderful, (20 reviews)
"Great value very close to university. "
United States
Lawrence
The price is HK$986
HK$1,731 total
includes taxes & fees
17 Mar - 18 Mar
Stocked home close to Yale, in Heart of New Haven
1 bedroom, iron/ironing board, WiFi, bed sheets

Apartment in Dwight

Downtown New Haven Escape
8.0 out of 10, Very good, (6 reviews)
"Great place to stay, a little tight for 2 people but good for a single. Well appointed and a great location in the city. Would definitely recommend a stay here."
United States
Michael H.
The price is HK$1,076
HK$1,943 total
includes taxes & fees
13 Mar - 14 Mar
Downtown New Haven Escape
TV

Apartment in Dwight

Studio City Stay in the heart of Downtown New Haven, commutable and walkable to Yale and Yale hospital.
8.0 out of 10, Very good, (2 reviews)
"The studio apartment is in a very convenient location. It is a lovely walk to Yale. Many restaurants just outside the door. My friends, who joined me for a meal, found parking easily. It was a plus having use of a parking pass for Dwight Street. We never had a problem getting a parking spot. We also loved being able to bring our two small pups with us. The bottle of wine was a thoughtful touch. "
United States
ELIZABETH M S M.
The price is HK$1,076
HK$1,770 total
includes taxes & fees
31 Mar - 1 Apr
Studio City Stay in the heart of Downtown New Haven, commutable and walkable to Yale and Yale hospital.
Exterior

Apartment in Southbury

Cozy One Bedroom Apartment Centrally Located in Southbury
10.0 out of 10, Exceptional, (23 reviews)
"Perfect sized apartment for a short stay - very convenient to my destination"
United States
S
The price is HK$713
HK$977 total
includes taxes & fees
17 Mar - 18 Mar
Cozy One Bedroom Apartment Centrally Located in Southbury
Cookware/dishes/utensils

Apartment in East Rock

Urban Oasis 3BR Parking Washer & Dryer Yale East Rock
9.8 out of 10, Exceptional, (14 reviews)
"Thanks to the detailed information from the host check-in couldn’t have been easier. The home was clean and well-appointed. Great location with access to the Yale tram and local markets and restaurants. "
United States
Denyce D.
The price is HK$1,299
HK$2,757 total
includes taxes & fees
14 Mar - 15 Mar
Urban Oasis 3BR Parking Washer & Dryer Yale East Rock
Exterior

Condo in Downtown New Haven

Bright Downtown Studio near Yale & East Rock!
9.0 out of 10, Wonderful, (13 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 HK$585
HK$1,567 total
includes taxes & fees
16 Mar - 17 Mar
Bright Downtown Studio near Yale & East Rock!
Pool

Holiday Home in Stratford

Business or Weekend escape
9.2 out of 10, Wonderful, (53 reviews)
"Clean room, easy check-in, parking available on-site "
United States
Cindy
The price is HK$665
HK$1,146 total
includes taxes & fees
26 Mar - 27 Mar
Business or Weekend escape
Interior

Apartment in Downtown Bridgeport

Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min
10.0 out of 10, Exceptional, (4 reviews)
"Nice little spot with a great host."
United States
J M.
The price is HK$970
HK$1,640 total
includes taxes & fees
23 Mar - 24 Mar
Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min
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

Hyatt House Shelton

Hyatt House Shelton

10/10 Excellent
"I love the location and the amenities was amazing. The furniture needed repair and there was issues with cleainess. But overall good"
Jessica 2-night trip
Posted 14 hours ago
Hyatt House Shelton

Find out more about Seymour

Search for holiday rentals in Seymour on Expedia! You can easily find your home rentals, villas, holiday apartments in Seymour using one of the methods below:

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Frequently asked questions

Are there holiday rentals in Seymour?

Yes, there are holiday rentals in Seymour close to Waterski Connecticut, or you can select a more secluded 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 holiday rentals that Seymour has to offer?

BREATHTAKING BUNGALOW-HOME AWAY FROM HOME: This holiday home rental outside of Seymour is located near the beach, and has a patio, a private garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

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 wider area, you’ll find Beacon Falls Town Recreation Field and Indian Well State Park.

What are holiday rentals like in Seymour?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Seymour. Holiday rentals feature extras like WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a clean environment, holiday rentals can provide a sense of security away from public hotel lifts and busy lobbies while still allowing you to travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular option for a small group gathering.