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
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Seymour vacation rentals

A kitchen with white cabinets, a black refrigerator, a double sink, and a window overlooking a wooded area.

1. Serene Country Cottage

Serene Country Cottage
Woodbridge
8.0 out of 10, Very good, (11 reviews)
"We had a great one night stay here! The place is really cute, clean and comfortable. One of the greatest parts about the stay was the host, Trent. He was welcoming and VERY responsive to questions! "
United States
felicia
$190 nightly
The price is $216
Dec 15 - Dec 16
Total with taxes and fees
Serene Country Cottage
A modern kitchen with white cabinets, a black countertop, and a dining area with a table and chairs.

2. Private Apartment in Southbury 102

Private Apartment in Southbury 102
Southbury
9.2 out of 10, Wonderful, (7 reviews)
"Over all a great place. Nice to have everything on one floor. Dogs loved it. Some businesses in the building and everyone is friendly!"
United States
Debbie P.
$196 nightly
The price is $223
Nov 17 - Nov 18
Total with taxes and fees
Private Apartment in Southbury 102
A view through a window with a clear sky and lush greenery outside.

3. Private Apartment in Southbury 101

Private Apartment in Southbury 101
Southbury
9.6 out of 10, Exceptional, (7 reviews)
"The apartment was nice, big area, loved this rental."
United States
Marissa G.
$208 nightly
The price is $237
Nov 17 - Nov 18
Total with taxes and fees
Private Apartment in Southbury 101
A kitchen area with a wooden countertop, two stools, a hanging bicycle decoration, and a coffee machine.

4. 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, (80 reviews)
"Clean, thoughtful, safe. Great stay"
United States
Daniel S.
$211 nightly
The price is $240
Nov 16 - Nov 17
Total with taxes and fees
Spacious 2 Bedroom apartment close to Yale Bowl
A modern apartment with a green sofa, a wooden dining table, and a kitchen in the background.

5. Modern Westville Home near Yale and Hospitals

Modern Westville Home near Yale and Hospitals
West New Haven
10.0 out of 10, Exceptional, (5 reviews)
"Very clean and comfortable space. Excellent location and parking was a plus. We have stayed here twice and would definitely recommend to friends or family. "
United States
Thomas B.
$212 nightly
The price is $241
Nov 22 - Nov 23
Total with taxes and fees
Modern Westville Home near Yale and Hospitals
A white metal gate with a diamond lattice design, a white door with a glass panel, and beige siding on the building.

6. Angelica’s safe haven @ west haven

Angelica’s safe haven @ west haven
West Haven
10.0 out of 10, Exceptional, (9 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
Nov 20 - Nov 21
Total with taxes and fees
Angelica’s safe haven @ west haven
A cozy living room with a grey sofa, a coffee table with books and a vase of flowers, and bookshelves filled with books and decorative items.

7. Spacious Bohemian Nook

Spacious Bohemian Nook
West New Haven
8.4 out of 10, Very good, (9 reviews)
"We had a good time. Did some relaxing, a little beachtime and ate some good food."
United States
Erin S.
$238 nightly
The price is $271
Nov 24 - Nov 25
Total with taxes and fees
Spacious Bohemian Nook
A wooden deck with two white Adirondack chairs and a black lantern on a house with white siding.

8. Cozy One Bedroom Apartment Centrally Located in Southbury

Cozy One Bedroom Apartment Centrally Located in Southbury
Southbury
10.0 out of 10, Exceptional, (39 reviews)
"Charles was super responsive and the bed was amazingly comfortable. Also the shower head great water pressure :-)"
United States
Lisbeth
$116 nightly
The price is $131
Dec 1 - Dec 2
Total with taxes and fees
Cozy One Bedroom Apartment Centrally Located in Southbury
A brick building with a sign for Sally's Apizza Restaurant.

9. Yale Science Park 1BR | Free Parking

Yale Science Park 1BR | Free Parking
Dixwell
8.0 out of 10, Very good, (8 reviews)
"The property had everything needed and was a short distance to so many campus sites. Would definitely stay again."
United States
Natalie B.
$211 nightly
The price is $240
Nov 15 - Nov 16
Total with taxes and fees
Yale Science Park 1BR | Free Parking
A modern kitchen with white cabinets, a dining table with chairs, a coffee station, and a stove.

10. Spacious 3-bedroom apartment near Yale

Spacious 3-bedroom apartment near Yale
Dwight
10.0 out of 10, Exceptional, (2 reviews)
"Just an amazing place. Well thought out! Had everything we needed and even things we didn’t know we needed."
United States
Lara L.
$325 nightly
The price is $370
Nov 19 - Nov 20
Total with taxes and fees
Spacious 3-bedroom apartment near Yale
A two-story house with a front porch, a tree with autumn leaves, and a clear sky.

11. The Sicilian

The Sicilian
West New Haven
9.2 out of 10, Wonderful, (17 reviews)
"It was the perfect day and very convenient for our trip for our son’s graduation. Thank you for being so receptive and helpful."
United States
Michele B.
$203 nightly
The price is $231
Nov 15 - Nov 16
Total with taxes and fees
The Sicilian
A white door with a glass panel, a white picket fence, and a wooden porch.

12. Bear Retreat - 2-bedroom house in Waterbury

Bear Retreat - 2-bedroom house in Waterbury
Waterbury
10.0 out of 10, Exceptional, (13 reviews)
"Very clean, all you need away from home, super !!!"
United States
Igor L.
$287 nightly
The price is $327
Nov 22 - Nov 23
Total with taxes and fees
Bear Retreat - 2-bedroom house in Waterbury
A modern building with large glass windows, a curved entrance, and a well-lit outdoor area with trees.

13. 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
10.0 out of 10, Exceptional, (11 reviews)
"Our 2 night stay was great. We were there for daughter's graduation from University of New Haven. Neighborhood was so quaint with lots of places to walk to. Place was very clean and accommodating. We would stay again!"
United States
Kathryn C.
$352 nightly
The price is $399
Nov 30 - Dec 1
Total with taxes and fees
Casa Soleada in Heart of East Rock 3BR | Cozy King Bed | Near DT/Yale
A modern building with large glass windows, a curved entrance, and a well-lit outdoor area with trees.

14. Cozy Gem: East Rock |King Bed| Near DT|Yale 3 beds

Cozy Gem: East Rock |King Bed| Near DT|Yale 3 beds
East Rock
9.6 out of 10, Exceptional, (8 reviews)
"Property owner takes great care of the place. Instructions were easy to follow and the location was right down the road from the places we were going to. We would rent again if we ever come back to New Haven"
United States
Derek L.
$352 nightly
The price is $399
Nov 30 - Dec 1
Total with taxes and fees
Cozy Gem: East Rock |King Bed| Near DT|Yale 3 beds
Interior

15. Château Blanc | Near Yale University

Château Blanc | Near Yale University
Dwight
8.6 out of 10, Excellent, (9 reviews)
"Perfect for a quick trip and one night stay!"
United States
Chris D.
$174 nightly
The price is $198
Nov 15 - Nov 16
Total with taxes and fees
Château Blanc | Near Yale University
A modern kitchen with white cabinets, a stainless steel stove, and a black faucet.

16. One bedroom in United States of America, New Haven

One bedroom in United States of America, New Haven
Dwight
9.4 out of 10, Exceptional, (3 reviews)
"The property is immaculate and the service very responsive."
United States
Stephanie G.
$153 nightly
The price is $174
Dec 7 - Dec 8
Total with taxes and fees
One bedroom in United States of America, New Haven
A modern building with reflective glass facades, a central atrium, and a landscaped area with trees and pathways.

17. GreenN'Groovy: East Rock 5 mins to DT|Yale 5 beds

GreenN'Groovy: East Rock 5 mins to DT|Yale 5 beds
East Rock
10.0 out of 10, Exceptional, (5 reviews)
"Perfect for families."
United States
Frances
$352 nightly
The price is $399
Nov 30 - Dec 1
Total with taxes and fees
GreenN'Groovy: East Rock 5 mins to DT|Yale 5 beds
A modern kitchen with white cabinets, a black stove, and a wooden dining table with chairs.

18. Beautiful 3BR - 1st Fl Apartment near Yale

Beautiful 3BR - 1st Fl Apartment near Yale
Dwight
9.0 out of 10, Wonderful, (2 reviews)
"The host was great. We had some issues with the codes getting in but the host was most helpful. The stay was very nice. I wouldn't wander the neighborhood after dark but we had a great time,"
United States
Michelle
$373 nightly
The price is $425
Nov 19 - Nov 20
Total with taxes and fees
Beautiful 3BR - 1st Fl Apartment near Yale
A kitchen with wooden cabinets, a microwave, a stove, and a sink.

19. Quiet 1st-Floor 2BR Haven w/ King Bed, Desks, In-Unit Laundry & 2-Car Parking | Walk to Yale

Quiet 1st-Floor 2BR Haven w/ King Bed, Desks, In-Unit Laundry & 2-Car Parking | Walk to Yale
Newhallville
$376 nightly
The price is $427
Dec 8 - Dec 9
Total with taxes and fees
Quiet 1st-Floor 2BR Haven w/ King Bed, Desks, In-Unit Laundry & 2-Car Parking | Walk to Yale
A gym with stationary bikes, treadmills, and a rack of dumbbells.

20. Yale Casa Verde Studio

Yale Casa Verde Studio
Dwight
9.2 out of 10, Wonderful, (15 reviews)
"We had a very nice stay here! The hosts were lovely and very communicative, and they were able to help us with any problems we had very quickly."
United States
Luke
$153 nightly
The price is $174
Dec 7 - Dec 8
Total with taxes and fees
Yale Casa Verde Studio
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

10/10 Excellent
"The front desk staff was friendly and helpful! Breakfast was good!"
Robin 3-night trip
Posted 1 hour ago
The Circle Hotel Fairfield

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 $77 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.

Explore a world of travel with Expedia

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?

Beautiful, Spacious, Beachfront Home - Perfect for Entertaining Family & Friends: This vacation home rental near Seymour is located on the beach and has a balcony, a selection of games, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

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 Osborndale 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.