A waterfall cascading over rocks into a river, surrounded by lush green trees.

Seymour Holiday Rentals

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Our top choices for Seymour holiday rentals

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 NZ$928
includes taxes & fees
31 July - 1 Aug
Watertown Home w/ Yard: 1 Mi to Echo Lake Park!

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 NZ$1,665
includes taxes & fees
17 July - 18 July
Clear LI Sound waterview, Wedding pics, Yale&Beach

Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!
5.0 star property
North End
The price is NZ$1,811
includes taxes & fees
18 July - 19 July
Beechmont - Perfect for Family Retreat!

Elite room stay

Elite room stay
Bridgeport
The price is NZ$578
includes taxes & fees
16 July - 17 July
Elite room stay

#43- Modern Luxury Log Cabin Retreat | Fire Pit

#43- Modern Luxury Log Cabin Retreat | Fire Pit
Prospect
9.0 out of 10, Wonderful, (2 reviews)
"3.5 rounding up to 4. We had a good stay overall. I travel fairly often and tend to reserve 5 stars for places where every detail of the guest experience feels really thoughtfully considered. This home was comfortable and worked fine for our trip, but it felt a bit more basic compared to some other rentals I’ve stayed in."
United States
Lauren P.
The price is NZ$1,317
includes taxes & fees
24 July - 25 July
#43- Modern Luxury Log Cabin Retreat | Fire Pit

Coastal Landing Stay

Coastal Landing Stay
East Shore
The price is NZ$967
includes taxes & fees
17 July - 18 July
Coastal Landing Stay

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
7.2 out of 10, Good, (15 reviews)
"Having a microwave would also help with the amenities. Overall good. "
United States
Karen A.
The price is NZ$457
includes taxes & fees
16 July - 17 July
Centric property close to all the great things in the city

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 NZ$554
includes taxes & fees
16 July - 17 July
Angelica’s safe haven @ west haven

DUNE Fairfield Beach

DUNE Fairfield Beach
3.0 star property
Fairfield Beach
9.0 out of 10, Wonderful, (98 reviews)
"Stayed for a night but had a good experience"
United States
Deanna
The price is NZ$535
includes taxes & fees
4 Aug - 5 Aug
DUNE Fairfield Beach

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 NZ$1,358
includes taxes & fees
16 July - 17 July
Heavenly Home in New Haven /5 mins drive from Yale

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 NZ$1,169
includes taxes & fees
2 Aug - 3 Aug
4 Mi to Beach & Dtwn! Charming Fairfield Home

Oceanfront Couples Retreat - Pvt Beach + Firepit

Oceanfront Couples Retreat - Pvt Beach + Firepit
Morgan Point
10.0 out of 10, Exceptional, (15 reviews)
"Gorgeous location on LI sound! The home was perfect for us. We had plenty of room to spread out and we relax. We enjoyed the deck and the bar area! We all slept very well and we actually loved watching the planes overhead! Lots of fun spots nearby to explore and are already hoping to come back in the fall. "
United States
Carrie R.
The price is NZ$2,228
includes taxes & fees
1 Aug - 2 Aug
Oceanfront Couples Retreat - Pvt Beach + Firepit

#16 *A COZY GETAWAY* 4BED/3BATH HOME W/ FIRE PIT

#16 *A COZY GETAWAY* 4BED/3BATH HOME W/ FIRE PIT
Southington
9.0 out of 10, Wonderful, (8 reviews)
"We enjoyed our stay! And happy with most!!!!"
United States
Dawn H.
The price is NZ$1,009
includes taxes & fees
28 July - 29 July
#16 *A COZY GETAWAY* 4BED/3BATH HOME W/ FIRE PIT

Modern home with a private Heated pool and jacuzzi

Modern home with a private Heated pool and jacuzzi
Hamden
The price is NZ$2,038
includes taxes & fees
29 July - 30 July
Modern home with a private Heated pool and jacuzzi

Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk

Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk
Downtown Bridgeport
9.8 out of 10, Exceptional, (13 reviews)
"I was surprised by the large size of this apt, and that it had everything I needed for my stay. The location was perfect and very close to the event I was there for. Excellent host and I'm looking forward to booking this place again next year."
United States
Shamel
The price is NZ$339
includes taxes & fees
20 July - 21 July
Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk

Gorgeous Waterfront 2:1 - 2 houses in 1 building.

Gorgeous Waterfront 2:1 - 2 houses in 1 building.
Fair Haven
The price is NZ$1,534
includes taxes & fees
21 July - 22 July
Gorgeous Waterfront 2:1 - 2 houses in 1 building.

Cozy 1-bedroom house in welcoming Bridgeport

Cozy 1-bedroom house in welcoming Bridgeport
Bridgeport
The price is NZ$821
includes taxes & fees
17 July - 18 July
Cozy 1-bedroom house in welcoming Bridgeport

3-bedroom house just walking distance from Yale and Downtown

3-bedroom house just walking distance from Yale and Downtown
Dixwell
10.0 out of 10, Exceptional, (4 reviews)
"Great stay!"
United States
Mark S.
The price is NZ$772
includes taxes & fees
16 July - 17 July
3-bedroom house just walking distance from Yale and Downtown

Beach Apartment in Woodmont Milford 102

Beach Apartment in Woodmont Milford 102
Milford
The price is NZ$638
includes taxes & fees
20 July - 21 July
Beach Apartment in Woodmont Milford 102

#41- Available 12/8! - sleeps 14

#41- Available 12/8! - sleeps 14
Southington
The price is NZ$1,195
includes taxes & fees
22 July - 23 July
#41- Available 12/8! - sleeps 14
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 holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Seymour holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Seymour holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Seymour holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Seymour holiday rentals we have selected for you start as low as NZ$252 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Seymour rentals

At Expedia, we put the best Seymour holiday 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 holiday.

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 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?

Beach Front Arts & Crafts House With Gorgeous Views Of The Sound: This holiday home rental outside of Seymour is located on the beach, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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 Indian Well State Park and Southern Connecticut State University.

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.