Vacation rentals in Darien

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Darien

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

Superhost
Apartment in Stamford
Sunset Retreat: 1BR Walking Distance to the Beach
Welcome to our charming and spacious 1 bedroom Airbnb in the heart of the beach district in Stamford! This delightful 1st fl apartment offers everything you need for a memorable stay. Prime location offers the best of both worlds. Just a short 5-min stroll will take you to the local train station, providing easy access to neighboring cities and attractions. Additionally, downtown Stamford is a mere 7-min drive, where you can indulge in a wide array of dining, shopping, and entertainment options.
29 Dec – 5 Jan
4.82 out of 5 average rating, 142 reviews
Guest favourite
Apartment in Stamford
Sugar Shack Studio | Downtown Skyline Views
Location! Studio apartment located in the heart of downtown Stamford. Walk to downtown to enjoy all it has to offer, from restaurants, shopping, UCONN of Stamford and more! Centrally located and a short train ride to New York City, our apartment offers everything you need for a comfortable stay in the area. We offer free parking on the premises and the train station is a 10 minute walk. Washer and Dryer included in the building with credit card payment. This unique place has a style all its own!
24 Sept – 1 Oct
4.96 out of 5 average rating, 114 reviews
Guest favourite
Guest suite in Fairfield
Adorable private apt w/ W/D in lovely neighborhood
Enjoy a lovely experience at this centrally-located studio in-law apartment. It boasts a newly renovated kitchen and bath, king bed with brand new mattress, pull out full size sofa, ample closet space and more. The eat-in kitchen has all you need to feel right at home. The apartment is located adjacent to a nice residential house, but is fully private with your own front and back entrances. There are also no stairs, making it easily accessible. It’s located in a wonderful neighbor in Fairfield.
14 – 21 Nov
4.92 out of 5 average rating, 106 reviews

Popular amenities for Darien holiday rentals

Stay near Darien's top sights

Bowlmor Lanes11 locals recommend
Cove Island Wildlife Sanctuary3 locals recommend
Cove Beach North4 locals recommend
The Restaurant at Rowayton Seafood15 locals recommend
Post Corner Pizza4 locals recommend
Chelsea Piers Connecticut9 locals recommend

Other great holiday rentals in Darien

Guest favourite
Apartment in Stamford
Luxurious 1BR Downtown Stamford
14 – 21 Oct
5.0 out of 5 average rating, 23 reviews
Guest favourite
Home in Norwalk
❤️ Your Silvermine Hideaway, nestled in nature.
18 – 25 Oct
5.0 out of 5 average rating, 33 reviews
Guest favourite
Apartment in Stamford
Modern Luxe 1BR Apt in Downtown Stamford
16 – 23 July
4.89 out of 5 average rating, 63 reviews
Guest favourite
Cottage in Rowayton
Bell Island Rowayton Beach House, Steps to Beach
18 – 25 May
5.0 out of 5 average rating, 5 reviews
Guest favourite
Apartment in Norwalk
Private Studio In Coastal Rowayton!
26 Aug – 2 Sept
4.95 out of 5 average rating, 40 reviews
Guest favourite
Apartment in Norwalk
S. Norwalk Apt near the water!
6 – 13 June
5.0 out of 5 average rating, 29 reviews
Guest favourite
Apartment in Norwalk
Van Zant Townhouse Unit #2
13 – 20 Dec
4.93 out of 5 average rating, 30 reviews
Guest favourite
Apartment in Norwalk
Phoenix Engine #1
24 Sept – 1 Oct
5.0 out of 5 average rating, 25 reviews
Guest favourite
Guest suite in Stamford
Rome’s Cozy Hideout (Entire Isolated Private Suit)
15 – 22 June
4.94 out of 5 average rating, 34 reviews
Superhost
Guest suite in Stamford
The Urban Royal suite
14 – 21 Dec
4.9 out of 5 average rating, 20 reviews
Guest favourite
Guest suite in Norwalk
The European Airbnb in Rowayton, near everything!
20 – 27 Sept
4.96 out of 5 average rating, 23 reviews
Guest favourite
Home in Norwalk
Chic Historic Home w/Water View
17 – 24 Sept
4.97 out of 5 average rating, 30 reviews

Quick stats about holiday rentals in Darien

Total rentals

50 properties

Wi-Fi availability

50 properties include access to Wi-Fi

Rentals with dedicated workspaces

30 properties have a dedicated workspace

Pet-friendly rentals

10 properties allow pets

Family-friendly rentals

20 properties are a good fit for families

Total number of reviews

1.1K reviews

Destinations to explore

  1. Airbnb
  2. United States
  3. Connecticut
  4. Fairfield County
  5. Darien