Skip to content

Vacation rentals in Weston

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Weston

Guests agree: these stays are highly rated for location, cleanliness, and more.

Private Treehouse Apartment
SUPERHOST
Entire rental unit · 3 guests · 2 beds · 1 bath
Private Treehouse ApartmentPrivate treehouse apartment located in south Wilton. Easy access to Route 7, Merritt Parkway, I95, and Metro North train station. 1 hour from NYC. Shared driveway with main house. Quaint New England town center offers unique shopping and a variety of restaurant options. Hiking and walking trails close by.
Light-filled studio overlooking Saugatuck River
Entire guesthouse · 5 guests · 1 bed · 1 bath
Light-filled studio overlooking Saugatuck RiverCozy, private, light-filled, and newly updated studio on the banks of the Saugatuck River is available for short/long-term rental. This private two acre property, resplendent in its natural beauty, offers a quiet setting, yet is close to beaches, hiking trails, shopping/restaurants, etc. Stone pathways provide access to the river where guests may swim, or fish. Nearby lakes offer kayak, s’up, and canoes. Two patios are available for grilling, hosting, or simply enjoying the view.
The Cozy Little Cottage
SUPERHOST
Entire guesthouse · 3 guests · 1 bed · 1 bath
The Cozy Little CottageCharming guest cottage on our property on 1.5 acres in pastoral neighborhood, 7 minutes to Wilton center and 8 minutes to Westport center. The cottage is separate from the main house, connected by a breezeway, above the garage. It is a quaint and cozy. High end kitchen appliances include gas range, mini fridge, microwave and dishwasher drawer. The bedroom has a queen bed and the living room has a futon couch which folds down. We also have a twin air mattress. It is perfect for one or two people.

Vacation rentals for every style

Get the amount of space that is right for you

  • Homes
  • Hotels
  • Unique stays

Popular amenities for Weston vacation rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great vacation rentals in Weston

  1. Private room
  2. Wilton
Peaceful New England Retreat - Wood Room
$60 per night
  1. Entire guest suite
  2. Weston
Westport CT. Area, Vegan, Renovated Private Suite
$159 per night
  1. Entire guesthouse
  2. Wilton
Adorable 1-bedroom apartment in beautiful Wilton!
$120 per night
SUPERHOST
  1. Entire rental unit
  2. Redding
Huckleberry Quarters, the Cozy Redding Retreat.
$124 per night
SUPERHOST
  1. Entire residential home
  2. Weston
Weston Comfy Country home in the burbs!
$250 per night
  1. Entire rental unit
  2. Norwalk
✨ One Bedroom King Room at Norwalk
$109 per night
  1. Entire residential home
  2. Weston
Modern Post and Beam House in Connecticut
$1,500 per night
SUPERHOST
  1. Entire rental unit
  2. Westport
Sunny Westport 2 BR Retreat above Historic Mill
$149 per night
SUPERHOST
  1. Entire rental unit
  2. Westport
Sunny Westport Studio Apt. Above Historic Mill
$102 per night
SUPERHOST
  1. Entire residential home
  2. Redding
Nature Retreat Airbnb
$176 per night
  1. Entire residential home
  2. Westport
Unique Westport Farmhouse - Pet Friendly
$421 per night
SUPERHOST
  1. Private room
  2. Weston
Young Navy
$50 per night