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Aug 15 - Aug 17
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Browse Select Redding Cottages

South Salem Vacation Rental w/ Furnished Deck!
Enjoy cooking in this well-equipped kitchen with a stove, oven, microwave, and sink.

South Salem Vacation Rental w/ Furnished Deck!

10.0 out of 10, Exceptional, (2)
"This was the second time I stayed at this property and really do love it. It is close enough to my family in Ridgefield for me to fee like I am just around the corner, while being in a quiet, peaceful private property. The setup was perfect for myself and my mom, but could also accommodate a larger group. It isn’t a big space, but had everything that we needed. I would highly recommend this property and will definitely be looking to stay here again on another visit. Thank you!"
South Salem Vacation Rental w/ Furnished Deck!
Westport "Gold Coast" across from Southport beach
Classic architecture with a black-framed window and lamp post.

Westport "Gold Coast" across from Southport beach

10.0 out of 10, Exceptional, (91)
"Fantastic place, location with great host. Highly recommended "
Westport "Gold Coast" across from Southport beach
Charming 3 Bedroom Beach Front Cottage
Enjoy al fresco dining with a view of the ocean from this deck, featuring a table, chairs, umbrella, and grill.

Charming 3 Bedroom Beach Front Cottage

2.0 star property
10.0 out of 10, Exceptional, (4)
"Stayed here while attending the Soundside Fest. Perfect location to be away from the busy Bridgeport area. The water is right there and it’s the perfect space for a weekend get away."
Charming 3 Bedroom Beach Front Cottage
Renovated Milford Beach home by Charles Island/Silver Sands Pk
Enjoy a serene beach experience with gentle waves lapping at the shore.

Renovated Milford Beach home by Charles Island/Silver Sands Pk

10.0 out of 10, Exceptional, (6)
"This place was perfection for my mom and I. The location was easy to get to from highway, the inside of the place was spotless, updated and cozy and property owner Susana was highly responsive to any questions we had. The location was ideal for walks both on the beach and on walking paths. We will definitely stay again in the future. "
Renovated Milford Beach home by Charles Island/Silver Sands Pk
Second floor cottage apartment located in a private community.
Relax in this spacious living room with a large sofa, flat-screen TV, and pendant lights.

Second floor cottage apartment located in a private community.

9.6 out of 10, Exceptional, (16)
"This was a great property - location was perfect and the hosts were so easy to communicate with. It was exactly as pictured and was a great stay!"
Second floor cottage apartment located in a private community.
Beach cottage on private beach!
Enjoy ocean views from the deck with seating and a table.

Beach cottage on private beach!

10.0 out of 10, Exceptional, (4)
"It was a very nice cottage. Great price for staying right on the beach"
Beach cottage on private beach!
Sweet Dotti's Cottage on Candlewood Lake - 60M NYC
Relax in a serene patio setting surrounded by lush greenery and a calm lake view.

Sweet Dotti's Cottage on Candlewood Lake - 60M NYC

9.6 out of 10, Exceptional, (14)
"Situated right on the lake. Easy to get to, nice working fireplace, lots of fun stuff for the kids and comfortable furniture. We really enjoyed our stay."
Sweet Dotti's Cottage on Candlewood Lake - 60M NYC
Magnificent Lake View
Property grounds

Magnificent Lake View

2.0 star property
Magnificent Lake View
Beachfront Connecticut Retreat w/ Views!
Enjoy stunning views of the beach from this room, featuring a table and chair, and a door with an ornate design.

Beachfront Connecticut Retreat w/ Views!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Great spot on the ocean with an amazing host!"
Beachfront Connecticut Retreat w/ Views!
Walk to Beach: Luxe Home w/ Fire Pit in Rowayton!
House (3 Bedrooms) | Interior

Walk to Beach: Luxe Home w/ Fire Pit in Rowayton!

3.0 star property
Walk to Beach: Luxe Home w/ Fire Pit in Rowayton!
Adorable 1-Bedroom Cottage in Weston, CT
Enjoy cooking in this well-lit kitchen with a double oven, stainless steel sink, and white cabinetry.

Adorable 1-Bedroom Cottage in Weston, CT

10.0 out of 10, Exceptional, (42)
"Loved our stay. We'll be back I am sure."
The price is CA $268
CA $412 total
includes taxes & fees
Aug 31 - Sep 1
Adorable 1-Bedroom Cottage in Weston, CT
Lakefront Brewster Vacation Rental w/ Private Dock
Relax in this stylish living room with a high ceiling, sofa set, armchairs, and a coffee table, offering a view of the surrounding greenery.

Lakefront Brewster Vacation Rental w/ Private Dock

10.0 out of 10, Exceptional, (7)
"Felt relaxed from first step in the door! Wonderful view, comfortable beds, helpful management, great kitchen! Loved the heated tile floor in main bath! Lots of birds to enjoy with books and binoculars for identifying. "
Lakefront Brewster Vacation Rental w/ Private Dock
Charming 2 Bedroom Cottage in Peaceful New Canaan
Enjoy serene views from this deck overlooking a well-maintained lawn and trees.

Charming 2 Bedroom Cottage in Peaceful New Canaan

2.0 star property
10.0 out of 10, Exceptional, (2)
"We had a wonderful Christmas getaway with family at the “Ice Cream Cottage”. It is much more spacious than it looks on the outside.It was clean and had everything we needed. Host was attentive to any questions we had.The fenced in yard was great for our “fur baby” to run around."
Charming 2 Bedroom Cottage in Peaceful New Canaan
Beachfront cottage located in the heart of Fairfield Beach!!
Enjoy a serene beach experience with access to the ocean and a scenic rocky shoreline.

Beachfront cottage located in the heart of Fairfield Beach!!

9.6 out of 10, Exceptional, (15)
"I grew up here! Always fun"
Beachfront cottage located in the heart of Fairfield Beach!!
Trendy 1 bedroom +loft apartment w/ parking
Relax in this inviting living room with a comfortable sofa, flat-screen TV, and cozy rug.

Trendy 1 bedroom +loft apartment w/ parking

10.0 out of 10, Exceptional, (12)
"Perfect for my needs. Would stay again for sure"
Trendy 1 bedroom +loft apartment w/ parking
Cozy Lakefront Cottage on Candlewood- swim, relax, hike, wineries 90min from NYC
Relax on the lakeside dock with Adirondack chairs and enjoy the tranquil surroundings.

Cozy Lakefront Cottage on Candlewood- swim, relax, hike, wineries 90min from NYC

10.0 out of 10, Exceptional, (7)
"Loved staying at this spot when dropping our daughter off for school!"
Cozy Lakefront Cottage on Candlewood- swim, relax, hike, wineries 90min from NYC
Serene Holmes Cottage Near Lakes & Trails!
Cottage (2 Bedrooms) | Front of property

Serene Holmes Cottage Near Lakes & Trails!

3.0 star property
Serene Holmes Cottage Near Lakes & Trails!
Cozy Country Cottage
TV, fireplace

Cozy Country Cottage

2.0 star property
9.0 out of 10, Wonderful, (6)
"Very accommodating and understanding host.They are warm and willing to listen and make your stay as comfortable as possible. Trent and his family will go out of their way to make the stay memorable.. I would highly recommend the stay at this accommodation to everyone. A home away from home."
Cozy Country Cottage
Escape to 'River Cottage. Ready for hiking, fishing, or a peaceful break?
Surrounded by a serene snow-covered garden, this peaceful retreat offers a tranquil escape.

Escape to 'River Cottage. Ready for hiking, fishing, or a peaceful break?

10.0 out of 10, Exceptional, (9)
"Wonderful stay!"
Escape to 'River Cottage. Ready for hiking, fishing, or a peaceful break?
Bright Milford Beach House w/ Outdoor Shower
House (2 Bedrooms) | Interior

Bright Milford Beach House w/ Outdoor Shower

3.0 star property
Bright Milford Beach House w/ Outdoor Shower
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 Redding Hotel Reviews

The Circle Hotel Fairfield

The Circle Hotel Fairfield

10/10 Excellent
"This is my Go-To / First Choice when visiting the Fairfield area. Rooms are always clean & immaculate + very comfy bed, great towels, good size room...and traveling alone I feel safe! Staff is so welcoming and extra helpful. Keep it up."
Nancy 2-night trip
Posted 1 day ago
The Circle Hotel Fairfield