Seymour Vacation Rentals

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Our top choices for Seymour vacation rentals

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.
$516 nightly
The price is $586
May 25 - May 26
Total with taxes and fees
The Island Sound: Ocean View Cottage near Yale, Beach, Downtown, Hikes

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.
$867 nightly
The price is $982
May 20 - May 21
Total with taxes and fees
Clear LI Sound waterview, Wedding pics, Yale&Beach

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
$468 nightly
The price is $538
May 18 - May 19
Total with taxes and fees
Watertown Home w/ Yard: 1 Mi to Echo Lake Park!

Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!
5.0 star property
North End
$1,197 nightly
The price is $1,376
May 20 - May 21
Total with taxes and fees
Beechmont - Perfect for Family Retreat!

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.
$712 nightly
The price is $802
May 31 - Jun 1
Total with taxes and fees
Heavenly Home in New Haven /5 mins drive from Yale

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.
$274 nightly
The price is $292
May 18 - May 19
Total with taxes and fees
Once the old Schools house now a newly furnished Apartment

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
$272 nightly
The price is $290
May 19 - May 20
Total with taxes and fees
All new 1BR apartment with all the features you are looking for

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.
$163 nightly
The price is $184
Jun 8 - Jun 9
Total with taxes and fees
One bedroom in United States of America, New Haven

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
$130 nightly
The price is $147
May 19 - May 20
Total with taxes and fees
Business or Weekend escape

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.
$468 nightly
The price is $529
May 19 - May 20
Total with taxes and fees
McAngel Haven: 5 mins from Yale

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.
$274 nightly
The price is $292
May 18 - May 19
Total with taxes and fees
All New Private and Cozy in great location

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.
$331 nightly
The price is $361
Jun 1 - Jun 2
Total with taxes and fees
Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.

4 Mi to Beach & Dtwn! Charming Fairfield Home

4 Mi to Beach & Dtwn! Charming Fairfield Home
3.0 star property
Tunxis Hill
$507 nightly
The price is $583
May 25 - May 26
Total with taxes and fees
4 Mi to Beach & Dtwn! Charming Fairfield Home

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.
$1,599 nightly
The price is $1,810
Jun 14 - Jun 15
Total with taxes and fees
Oceanfront Getaway - Quiet, Firepit + Pvt Beach

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
$426 nightly
The price is $481
Jun 2 - Jun 3
Total with taxes and fees
Casa Soleada in Heart of East Rock 3BR | Cozy King Bed | Near DT/Yale

Coastal Landing Stay

Coastal Landing Stay
East Shore
$508 nightly
The price is $551
May 19 - May 20
Total with taxes and fees
Coastal Landing Stay

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.
$298 nightly
The price is $339
May 19 - May 20
Total with taxes and fees
Angelica’s safe haven @ west haven

Beach Apartment in Woodmont Milford 102

Beach Apartment in Woodmont Milford 102
Milford
$270 nightly
The price is $305
May 20 - May 21
Total with taxes and fees
Beach Apartment in Woodmont Milford 102

Zen, Spacious & Comfy 2 bed, Lux beds

Zen, Spacious & Comfy 2 bed, Lux beds
Brooklawn - St. Vincent
$286 nightly
The price is $324
May 18 - May 19
Total with taxes and fees
Zen, Spacious & Comfy 2 bed, Lux beds

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.
$593 nightly
The price is $672
Jun 9 - Jun 10
Total with taxes and fees
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

Find out more about Seymour

Everything you need to know about Seymour vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Seymour vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Seymour vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Seymour vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Seymour. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Seymour in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $147 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Seymour rentals

At Expedia, we put the best Seymour vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Seymour rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Seymour vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Seymour. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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.