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Compare 438 Vacation Homes in Fairfield with updated reviews, rates, and availability.

Bright Stylish Chic 4BR 4BA Home Pet Friendly!

10.0 out of 10, Exceptional, (97)
"Very convenient and plenty of room. Easy to get to NY from Stamford train station and everything we needed nearby."
Bright Stylish Chic 4BR 4BA Home Pet Friendly!

Business or Weekend escape

9.6 out of 10, Exceptional, (37)
"Very nice owner with great communication. "
The price is SAR 281
SAR 506 total
includes taxes & fees
1 Jun - 2 Jun
Business or Weekend escape

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.

The price is SAR 656
SAR 921 total
includes taxes & fees
10 Jun - 11 Jun
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.

Lordship Charmer HAS IT ALL! Comfortable stay, accessible, family friendly!

9.6 out of 10, Exceptional, (5)
"Very nice place close to the beach and nice restaurant. The host was very nice and did a very good banana cake."
Lordship Charmer HAS IT ALL! Comfortable stay, accessible, family friendly!

Candlewood Lakefront 3bd/ 2 bath house w/ 180 degree views!

10.0 out of 10, Exceptional, (41)
"Had an amazing stay. House was stocked with all of the essentials. Fantastic location. Would definitely stay again!"
Candlewood Lakefront 3bd/ 2 bath house w/ 180 degree views!

New Haven Gem w/ Private Pool, Walk to Beach!

9.6 out of 10, Exceptional, (4)
"I enjoyed my stay and would definitely stay again. The amenities were above and beyond and the home has many upgrades. The area where the home is located is quiet and peaceful."
New Haven Gem w/ Private Pool, Walk to Beach!

Lakeside luxury: beautiful, relaxing 4 bedroom home

10.0 out of 10, Exceptional, (21)
"This property was perfect for our weekend trip to celebrate my nieces family/birthday weekend at Fairfield"
Lakeside luxury: beautiful, relaxing 4 bedroom home

Beautiful Pound Ridge with a pool

Beautiful Pound Ridge with a pool

Minutes to Walnut Beach, newly renovated 3 bedroom home

10.0 out of 10, Exceptional, (2)
"Very nice place."
Minutes to Walnut Beach, newly renovated 3 bedroom home

3-bedroom house in pleasant Norwalk with Pool, outdoor BBQ, and so much more

10.0 out of 10, Exceptional, (1)
"We enjoyed our stay. "
3-bedroom house in pleasant Norwalk with Pool, outdoor BBQ, and so much more

Bright Milford Beach House w/ Outdoor Shower

9.2 out of 10, Wonderful, (9)
"We had the best time! It was clean, good location, and the owner was wonderful! We even got to go the beach in December! We would definitely rent this place again!!"
Bright Milford Beach House w/ Outdoor Shower

Cottage at Sunny Day- Lakeside, views, kayak, dock

9.8 out of 10, Exceptional, (38)
"Great place magnificent views. It’s a very peaceful place"
Cottage at Sunny Day- Lakeside, views, kayak, dock

The Daydreamer - Walk To Walnut Beach, Restaurant + Shops

9.8 out of 10, Exceptional, (7)
"5 Star stay!"
The price is SAR 563
SAR 1,418 total
includes taxes & fees
5 Jun - 6 Jun
The Daydreamer - Walk To Walnut Beach, Restaurant + Shops

Updated ranch Home 4 minutes from the beach on a quiet end street.

8.8 out of 10, Excellent, (6)
"A nice long weekend beach getaway with family. House had everything we needed, was very clean and neat and everyone had their own space too. Our host was very responsive when I messaged him. Lots of places to shop and eat and the beach is super close! Thank you for a great place to stay for a really nice long weekend with my family. We will be back!"
Updated ranch Home 4 minutes from the beach on a quiet end street.

Charming ,affordable, Private 1-bed & 1 ba , safe park. Quiet neighborhood,

The price is SAR 319
SAR 580 total
includes taxes & fees
11 Jun - 12 Jun
Charming ,affordable, Private 1-bed & 1 ba , safe park. Quiet neighborhood,

Akasa Ocean Front Oasis- Seasonal Pool, Grill

2.0 star property
10.0 out of 10, Exceptional, (2)
"Great property with a bunch of space and great amenities and location. "
Akasa Ocean Front Oasis- Seasonal Pool, Grill

Lake house cozy to relax with a family. 6 bedroom very spacious house.

10.0 out of 10, Exceptional, (1)
"Perfect setting for our family as we celebrated a college graduation locally. Great location. Home has many amenities and you cannot beat lake living! Trying to think about a reason we can return. ;-)"
Lake house cozy to relax with a family. 6 bedroom very spacious house.

NEW Candlewood Lake 4BR 2BA Direct Waterfront Home Dock~Fire Pit~Winter Special!

10.0 out of 10, Exceptional, (5)
"We had a wonderful vacation with our grandchildren and family. The children lived in the water if not kayaking or water boards they were fishing!! Rainy days puzzles were our entertainment the summer house provided everything one wanted or needed. It was a very delightful vacation"
NEW Candlewood Lake 4BR 2BA Direct Waterfront Home Dock~Fire Pit~Winter Special!

Spacious Gorgeous Getaway perfect for family reunion or business

9.6 out of 10, Exceptional, (7)
"House was perfect for the group. We had everything we needed and plenty of room for us. Owner was great with communications before and during our stay"
Spacious Gorgeous Getaway perfect for family reunion or business

The Jewel of The Cove - Historic Coastal Retreat

2.0 star property
10.0 out of 10, Exceptional, (2)
"A group of us stayed there for a work trip and it was the perfect situation for us. The beds were SO comfortable! The decor was vibe! Supplies were plenty. Towels were top quality. The fire pit was so fun to use on our last night in town. Very close to a beach so we could dip our toes in the ocean.There is an airport runway behind the property but the noise wasn’t terrible. "
The price is SAR 1,054
SAR 2,292 total
includes taxes & fees
26 Jun - 27 Jun
The Jewel of The Cove - Historic Coastal Retreat
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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