Seymour Holiday Rentals

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Holiday Rentals in Seymour

DUNE Fairfield Beach
3.0 star property
9.0 out of 10, Wonderful, (74)
"Loved this venue! "
United States
adriano
DUNE Fairfield Beach
Luxury Furnished Apartments by Hyatus Downtown at Yale
3.5 star property
9.6 out of 10, Exceptional, (59)
"Loved our stay here. "
United States
Christina
Luxury Furnished Apartments by Hyatus Downtown at Yale
Business or Weekend escape
9.2 out of 10, Wonderful, (49)
"Great value!"
United States
Bruce H.
The price is AU$229
includes taxes & fees
20 Oct - 21 Oct
Business or Weekend escape
Lakeside/Sleeps20/HotTub/GameRoom/2Acres/Firepit
10.0 out of 10, Exceptional, (2)
"This is a property that is very good for large family gatherings, which is how we gathered for a birthday celebration. This area of CT. is great and has lots to do.The house is in the perfect location to do all of it.Again, suits large groups well. Room for everyone."
United States
Paula R.
Lakeside/Sleeps20/HotTub/GameRoom/2Acres/Firepit
Beechmont - Perfect for Family Retreat!
5.0 star property
The price is AU$1,622
includes taxes & fees
20 Oct - 21 Oct
Beechmont - Perfect for Family Retreat!
DIRECT WATERFRONT with awesome views and near Yale
10.0 out of 10, Exceptional, (1)
"A quick overnight while exploring New Haven. It was rainy but we enjoyed the views and indoor accommodations. We had enough space for the 5 of us and the host had plenty of items in the kitchen for us to make a nice dinner."
United States
Sabrina B.
The price is AU$715
includes taxes & fees
27 Oct - 28 Oct
DIRECT WATERFRONT with awesome views and near Yale
Charming Colonial for Events and Getaways! – Perfect for Family Retreat!
10.0 out of 10, Exceptional, (3)
"Very clean house. set up very nicely, landlord was very responsive and helpful. perfect for what we needed "
United States
Nancy H.
The price is AU$2,097
includes taxes & fees
20 Oct - 21 Oct
Charming Colonial for Events and Getaways! – Perfect for Family Retreat!
Waterfront Cottage in Branford
10.0 out of 10, Exceptional, (97)
"Stunning cottage! Great location. Well-equipped kitchen! Comfy beds. Loved the views! Truly a special place!"
United States
Barbara B.
Waterfront Cottage in Branford
Stunning Apt W/ Parking and Gym | Downtown at Yale
10.0 out of 10, Exceptional, (46)
"High quality experience, walking distance to all we needed, clean and spacious. Excellent support and communication from the hosts, would stay again."
United Kingdom
Coco N.
Stunning Apt W/ Parking and Gym | Downtown at Yale
Luxury Designer 2 bedroom+office/3bed vacation home.
9.4 out of 10, Exceptional, (22)
"Beautifully appointed luxury 2 nd floor accommodations in the city of Bridgeport. Guests could comfortably stay for multiple nights with the well equipped kitchen and dining room space. "
United States
Tessa P.
The price is AU$590
includes taxes & fees
20 Oct - 21 Oct
Luxury Designer 2 bedroom+office/3bed vacation home.
McAngel Haven: 5 mins from Yale
9.6 out of 10, Exceptional, (16)
"The property was amazing and clean lots of room. Everyone in the family enjoyed the property. I definitely would stay here again if available when I was trying to visit CT again. "
United States
Shalonda M.
The price is AU$819
includes taxes & fees
20 Oct - 21 Oct
McAngel Haven: 5 mins from Yale
Charming Studio| Near Yale| Downtown New Haven
8.6 out of 10, Excellent, (7)
"A great place to stay during reunions! Prime campus-adjacent location, an easy walk to all things on campus!"
United States
Jason K.
The price is AU$313
includes taxes & fees
20 Oct - 21 Oct
Charming Studio| Near Yale| Downtown New Haven
Cozy Ocean Front Retreat with Private Beach!
10.0 out of 10, Exceptional, (29)
"Beautiful location in a quiet spot directly on the beach. The house was immaculate, and well stocked. exactly as described. The view was amazing, we had a great stay. Great communication with the host. "
United States
greg
Cozy Ocean Front Retreat with Private Beach!
Cozy dog friendly updated house in quiet village adjacent to park
10.0 out of 10, Exceptional, (41)
"Very nice stay! Yard is beautiful!"
United States
Marilee P.
Cozy dog friendly updated house in quiet village adjacent to park
Peaceful Vintage Home with Private Lake in Redding, CT.
2.0 star property
10.0 out of 10, Exceptional, (1)
"Several of us stayed for one night for our kids soccer tournament. The home was spacious and had all the amenities needed to make our short stay comfortable. The host was very responsive and accommodating. "
United States
Annette H.
The price is AU$1,176
includes taxes & fees
20 Oct - 21 Oct
Peaceful Vintage Home with Private Lake in Redding, CT.
Rustic Charm Meets Modern Comfort 3-Bedroom Raised-Ranch Cottage in Wooded Area
10.0 out of 10, Exceptional, (5)
"Everything was amazing "
United States
MELISSA G.
Rustic Charm Meets Modern Comfort 3-Bedroom Raised-Ranch Cottage in Wooded Area
New Cozy 2BR Stay New Haven Close to Yale
2.0 star property
7.4 out of 10, Good, (3)
"Place was great for family and having a washer and dryer was a big help. Place was super clean and comfortable "
United States
CHUCK C.
The price is AU$398
includes taxes & fees
20 Oct - 21 Oct
New Cozy 2BR Stay New Haven Close to Yale
Exclusive Weekend Fall Sale here Waterfront Beach Home🏖️Hot Tub+Stunning Views
9.8 out of 10, Exceptional, (69)
"Great family get together where we all were very comfortable. "
United States
Leanne B.
Exclusive Weekend Fall Sale here Waterfront Beach Home🏖️Hot Tub+Stunning Views
Centric property close to all the great things in the city
7.2 out of 10, Good, (13)
"This rental was great accommodation"
United States
Alma B.
The price is AU$462
includes taxes & fees
20 Oct - 21 Oct
Centric property close to all the great things in the city
BEACH BUM CARRIAGE HOUSE with kayaks - steps to beach, park, marinas & brewery!
9.6 out of 10, Exceptional, (17)
"This Carriage House is exactly as described. Wonderful location and setting, just steps away from Branford Point. Hope to visit again soon! "
United States
Terri L.
BEACH BUM CARRIAGE HOUSE with kayaks - steps to beach, park, marinas & brewery!
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 favourite 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 depend 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 AU$229 per night. Entering your travel dates in the search wizard might find you 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?

Beechmont - Perfect for Family Retreat!: This holiday home rental outside Seymour is located near the airport, and has a private balcony, a terrace and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher and a stovetop. You can relax into your holiday with a private garden and a selection of games.

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.