Seymour Holiday Rentals

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Check prices for these dates

In two weeks
15 May - 17 May
In two months
26 Jun - 28 Jun
In three months
24 Jul - 26 Jul
In four months
21 Aug - 23 Aug

Our top choices for Seymour holiday rentals

Interior

Cozy 1-king size bedroom house in quiet Waterbury with 75" TV in your bedroom.

Cozy 1-king size bedroom house in quiet Waterbury with 75" TV in your bedroom.
Waterbury
The price is HK$776
HK$1,049 total
includes taxes & fees
4 May - 5 May
Cozy 1-king size bedroom house in quiet Waterbury with 75" TV in your bedroom.
Interior

Watertown Home w/ Yard: 1 Mi to Echo Lake Park!

Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
3.0 star property
Oakville
The price is HK$1,920
HK$4,220 total
includes taxes & fees
4 May - 5 May
Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
Marina

Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.

Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.
Fair Haven
9.6 out of 10, Exceptional, (15 reviews)
"A cozy pet and family-friendly property. Very spacious."
United States
Wallace R.
The price is HK$1,567
HK$2,797 total
includes taxes & fees
4 May - 5 May
Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.
Dining

McAngel Haven: 5 mins from Yale

McAngel Haven: 5 mins from Yale
West Haven
9.6 out of 10, Exceptional, (20 reviews)
"Excellent location Clean and spacious Comfortable beds "
United States
Joseph T.
The price is HK$1,798
HK$4,098 total
includes taxes & fees
3 May - 4 May
McAngel Haven: 5 mins from Yale
Exterior

Casa Soleada in Heart of East Rock 3BR | Cozy King Bed | Near DT/Yale

Casa Soleada in Heart of East Rock 3BR | Cozy King Bed | Near DT/Yale
East Rock
9.8 out of 10, Exceptional, (10 reviews)
"Beautiful and spacious home in lovely neighbourhood. We so enjoyed our brief stay. "
Australia
Nina
The price is HK$1,293
HK$3,264 total
includes taxes & fees
4 May - 5 May
Casa Soleada in Heart of East Rock 3BR | Cozy King Bed | Near DT/Yale
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 HK$1,136
HK$2,652 total
includes taxes & fees
1 May - 2 May
Angelica’s safe haven @ west haven
Smart TV, books

Clear LI Sound waterview, Wedding pics, Yale&Beach

Clear LI Sound waterview, Wedding pics, Yale&Beach
East Shore
10.0 out of 10, Exceptional, (11 reviews)
"Great stay! Would definitely stay again! "
United States
Frankie O.
The price is HK$4,506
HK$7,698 total
includes taxes & fees
3 May - 4 May
Clear LI Sound waterview, Wedding pics, Yale&Beach
Iron/ironing board, free WiFi, bed sheets

DUNE Fairfield Beach

DUNE Fairfield Beach
3.0 star property
Fairfield Beach
9.0 out of 10, Wonderful, (84 reviews)
"The room was spotless and cozy and the location couldn't be better! "
United States
Samantha
The price is HK$1,402
HK$2,090 total
includes taxes & fees
11 May - 12 May
DUNE Fairfield Beach
Fridge, microwave, oven, stovetop

Heavenly Home in New Haven /5 mins drive from Yale

Heavenly Home in New Haven /5 mins drive from Yale
Fair Haven
9.2 out of 10, Wonderful, (23 reviews)
"This house has everything you need to enjoy a getaway. Clean, It will sleep 20 and their is room for 20 to gather."
United States
Kathy B.
The price is HK$4,193
HK$5,605 total
includes taxes & fees
31 May - 1 Jun
Heavenly Home in New Haven /5 mins drive from Yale
Pool

Business or Weekend escape

Business or Weekend escape
Stratford
9.2 out of 10, Wonderful, (54 reviews)
"Clean room, easy check-in, parking available on-site "
United States
Cindy
The price is HK$666
HK$1,148 total
includes taxes & fees
3 May - 4 May
Business or Weekend escape
Front of property

Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!
5.0 star property
North End
The price is HK$6,993
HK$10,784 total
includes taxes & fees
6 May - 7 May
Beechmont - Perfect for Family Retreat!
Interior

VintageGem: Prime East Rock 5 mins to Yale 5 beds

VintageGem: Prime East Rock 5 mins to Yale 5 beds
East Rock
9.4 out of 10, Exceptional, (3 reviews)
"Great time with friends."
United States
Ianaliz R.
The price is HK$1,277
HK$3,246 total
includes taxes & fees
3 May - 4 May
VintageGem: Prime East Rock 5 mins to Yale 5 beds
Smart TV

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

Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.
Cheshire
9.4 out of 10, Exceptional, (18 reviews)
"Easy check in Rooms were comfortably spacious "
United States
Benjamin W.
The price is HK$860
HK$1,507 total
includes taxes & fees
12 May - 13 May
Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.
Beach

Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train

Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train
Fairfield
10.0 out of 10, Exceptional, (31 reviews)
"Hosts were readily available to address any needs that arose. Home was comfortable for our weekend visit."
United States
Meg S.
The price is HK$2,077
HK$4,594 total
includes taxes & fees
7 May - 8 May
Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train
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
7.0 out of 10, Good, (14 reviews)
"Having a microwave would also help with the amenities. Overall good. "
United States
Karen A.
The price is HK$1,234
HK$2,081 total
includes taxes & fees
1 May - 2 May
Centric property close to all the great things in the city
Interior

Luxury New Haven Retreat • Private Pool, Gym, Cinema • Near Yale & Beaches

Luxury New Haven Retreat • Private Pool, Gym, Cinema • Near Yale & Beaches
East Shore
8.8 out of 10, Excellent, (3 reviews)
"Fantastic place, amazing hosts, 100% recommend! "
United States
Zach P.
The price is HK$3,017
HK$5,319 total
includes taxes & fees
20 May - 21 May
Luxury New Haven Retreat • Private Pool, Gym, Cinema • Near Yale & Beaches
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 HK$925
HK$2,286 total
includes taxes & fees
1 May - 2 May
Once the old Schools house now a newly furnished Apartment
Terrace/patio

The Jewel of The Cove - Historic Coastal Retreat

The Jewel of The Cove - Historic Coastal Retreat
East Shore
9.8 out of 10, Exceptional, (7 reviews)
"This was a great place to stay in New Haven, and a lot of care has gone into making it a welcoming house."
United States
Geoffrey H.
The price is HK$1,622
HK$4,059 total
includes taxes & fees
11 May - 12 May
The Jewel of The Cove - Historic Coastal Retreat
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
The price is HK$784
HK$1,651 total
includes taxes & fees
3 May - 4 May
One bedroom in United States of America, New Haven
Fridge, microwave, oven, stovetop

Modern + Spacious 5BR/2BA Home, Renovated Backyard

Modern + Spacious 5BR/2BA Home, Renovated Backyard
West End - West Side
9.6 out of 10, Exceptional, (4 reviews)
"Used for family weekend at SHU. Convenient location and plenty of space for the whole family! "
United States
Laurene S.
The price is HK$2,784
HK$6,113 total
includes taxes & fees
5 May - 6 May
Modern + Spacious 5BR/2BA Home, Renovated Backyard
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

Wyndham Southbury

Wyndham Southbury

10/10 Excellent
"Friendly hotel and restaurant staff."
Sandra 3-night trip
Posted 2 hours ago
Wyndham Southbury

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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Look no further and take a look at our great range of rental properties in Seymour!

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?

Oceanfront Getaway - Quiet, Firepit + Pvt Beach: This holiday home rental outside of Seymour is located on the beach, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals will I find in Seymour?

Choose from 4 Expedia holiday rentals in Seymour for a memorable holiday.

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.