Seymour Vacation Rentals

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Check prices for these dates

In two weeks
May 29 - May 31
In two months
Jul 10 - Jul 12
In three months
Aug 7 - Aug 9
In four months
Sep 4 - Sep 6

Our top choices for Seymour vacation rentals

On the beach, sun loungers, beach towels

The Island Sound: Ocean View Cottage near Yale, Beach, Downtown, Hikes

The Island Sound: Ocean View Cottage near Yale, Beach, Downtown, Hikes
East Shore
10.0 out of 10, Exceptional, (3 reviews)
"This is a nice spot to enjoy the Long Island Sound."
United States
Susan N.
The price is ￥46,860
￥92,971 total
includes taxes & fees
May 25 - May 26
The Island Sound: Ocean View Cottage near Yale, Beach, Downtown, Hikes
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 ￥91,291
￥155,957 total
includes taxes & fees
May 20 - May 21
Clear LI Sound waterview, Wedding pics, Yale&Beach
House (3 Bedrooms) | 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 ￥38,891
￥85,480 total
includes taxes & fees
May 18 - May 19
Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
Front of property

Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!
5.0 star property
North End
The price is ￥141,666
￥218,474 total
includes taxes & fees
May 20 - May 21
Beechmont - Perfect for Family Retreat!
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 ￥95,117
￥127,322 total
includes taxes & fees
May 31 - Jun 1
Heavenly Home in New Haven /5 mins drive from Yale
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 ￥18,731
￥46,304 total
includes taxes & fees
May 18 - May 19
Once the old Schools house now a newly furnished Apartment
Fridge, microwave, oven, stovetop

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
The price is ￥18,731
￥45,987 total
includes taxes & fees
May 19 - May 20
All new 1BR apartment with all the features you are looking for
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
10.0 out of 10, Exceptional, (1 review)
"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 ￥12,382
￥29,280 total
includes taxes & fees
Jun 8 - Jun 9
One bedroom in United States of America, New Haven
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 ￥13,493
￥23,256 total
includes taxes & fees
May 20 - May 21
Business or Weekend escape
Dining

McAngel Haven: 5 mins from Yale

McAngel Haven: 5 mins from Yale
West Haven
9.6 out of 10, Exceptional, (21 reviews)
"Excellent location Clean and spacious Comfortable beds "
United States
Joseph T.
The price is ￥36,431
￥83,963 total
includes taxes & fees
May 19 - May 20
McAngel Haven: 5 mins from Yale
TV

All New Private and Cozy in great location

All New Private and Cozy in great location
Wallingford
8.8 out of 10, Excellent, (6 reviews)
"The pictures must have been old. Very deceiving. Expected it to be more spacious. Hard to get in and out because of the busy road"
United States
ROBERT P.
The price is ￥18,731
￥46,304 total
includes taxes & fees
May 18 - May 19
All New Private and Cozy in great location
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 ￥31,748
￥57,305 total
includes taxes & fees
Jun 1 - Jun 2
Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.
House (4 Bedrooms) | Front of property

4 Mi to Beach & Dtwn! Charming Fairfield Home

4 Mi to Beach & Dtwn! Charming Fairfield Home
3.0 star property
Tunxis Hill
The price is ￥52,860
￥92,612 total
includes taxes & fees
May 25 - May 26
4 Mi to Beach & Dtwn! Charming Fairfield Home
Terrace/patio

Oceanfront Getaway - Quiet, Firepit + Pvt Beach

Oceanfront Getaway - Quiet, Firepit + Pvt Beach
Morgan Point
10.0 out of 10, Exceptional, (11 reviews)
"Great beach house for family vacation "
United States
david m.
The price is ￥171,439
￥287,280 total
includes taxes & fees
Jun 14 - Jun 15
Oceanfront Getaway - Quiet, Firepit + Pvt Beach
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 ￥33,335
￥76,377 total
includes taxes & fees
Jun 2 - Jun 3
Casa Soleada in Heart of East Rock 3BR | Cozy King Bed | Near DT/Yale
TV

Coastal Landing Stay

Coastal Landing Stay
East Shore
The price is ￥46,670
￥86,815 total
includes taxes & fees
May 18 - May 19
Coastal Landing Stay
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 ￥23,017
￥53,733 total
includes taxes & fees
May 19 - May 20
Angelica’s safe haven @ west haven
TV, offices

Beach Apartment in Woodmont Milford 102

Beach Apartment in Woodmont Milford 102
Milford
The price is ￥21,906
￥48,844 total
includes taxes & fees
May 20 - May 21
Beach Apartment in Woodmont Milford 102
Fridge, microwave, stovetop, cookware/dishes/utensils

Zen, Spacious & Comfy 2 bed, Lux beds

Zen, Spacious & Comfy 2 bed, Lux beds
Brooklawn - St. Vincent
The price is ￥24,287
￥51,424 total
includes taxes & fees
May 18 - May 19
Zen, Spacious & Comfy 2 bed, Lux beds
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 ￥61,718
￥107,803 total
includes taxes & fees
May 31 - Jun 1
Luxury New Haven Retreat • Private Pool, Gym, Cinema • Near Yale & Beaches
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

Red Roof Inn Milford - New Haven

Red Roof Inn Milford - New Haven

8/10 Good
"Everything was fine"
CONNIE 12-night trip
Posted less than an hour ago
Red Roof Inn Milford - New Haven

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 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?

Cozy Room in charming New Haven near Yale/Hospitals!: 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 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 Beacon Falls Town Recreation Field and West Rock Ridge 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.