Darien vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

Top-rated vacation rentals in Darien

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

Superhost

Apartment in Stamford

4.82 out of 5 average rating, 144 reviews

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.

Jan 16 – 23

ﺩ.ﺇ458 per night
Guest favorite

Apartment in Stamford

4.97 out of 5 average rating, 115 reviews

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!

Aug 22 – 29

ﺩ.ﺇ543 per night
Guest favorite

Guest suite in Fairfield

4.92 out of 5 average rating, 109 reviews

Suite; 1 Bedroom & Living Area/Xtra Bedrm; Kitchen

Fully accessorized, large (1,255 sq ft) beautiful suburban space consisting of bedroom (queen), an exclusive-use living room/extra bedroom with twin pull-out bed, private full bath; in-unit washer/dryer; for stays of 1 week or less: exclusive use of main kitchen; private entrance to space. Includes continental breakfast, 2 large-screen TVs. Unit on the ground floor of a 3 story home. Owners on property. Train station about a mile away (NYC: 70 minutes). Easy walk to Fairfield University.

Oct 24 – 31

ﺩ.ﺇ419 per night

Popular amenities for Darien vacation 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 vacation rentals in Darien

Guest favorite

Apartment in Brookfield

4.94 out of 5 average rating, 179 reviews

Peaceful apartment on 3.5 acres w/ Artist studio.

Nov 29 – Dec 6

ﺩ.ﺇ463 per night
Guest favorite

Apartment in Westport

4.94 out of 5 average rating, 112 reviews

Spacious Westport Apt surrounded by nature

Jan 6 – 13

ﺩ.ﺇ650 per night
Guest favorite

Loft in Stamford

4.96 out of 5 average rating, 159 reviews

Luxury Loft Apt. with easy access to NYC & CT

Jun 22 – 29

ﺩ.ﺇ839 per night
Guest favorite

Home in Stony Brook

4.94 out of 5 average rating, 478 reviews

Spacious Studio Apartment- near SBU

Mar 16 – 23

ﺩ.ﺇ380 per night
Superhost

Home in Darien

4.79 out of 5 average rating, 145 reviews

Convenient and Cozy Antique Cape

Oct 2 – 9

ﺩ.ﺇ828 per night
Guest favorite

Apartment in Norwalk

5.0 out of 5 average rating, 30 reviews

S. Norwalk Apt near the water!

Apr 8 – 15

ﺩ.ﺇ530 per night
Guest favorite

Guest suite in Wilton

5.0 out of 5 average rating, 24 reviews

Guest suite with private enter

Apr 30 – May 7

ﺩ.ﺇ345 per night
Superhost

Apartment in Stamford

4.81 out of 5 average rating, 62 reviews

Cozy guest apartment

Nov 22 – 29

ﺩ.ﺇ280 per night
Guest favorite

Apartment in Stamford

4.87 out of 5 average rating, 39 reviews

Stamford’s Island Inspired Efficiency

Jul 26 – Aug 2

ﺩ.ﺇ332 per night
Guest favorite

Apartment in Norwalk

4.95 out of 5 average rating, 40 reviews

Private Studio In Coastal Rowayton!

Jul 16 – 23

ﺩ.ﺇ702 per night
Guest favorite

Apartment in Stamford

4.93 out of 5 average rating, 14 reviews

Beautifully Renovated 1Bd near Quingley/Cove Beach

Oct 15 – 22

ﺩ.ﺇ437 per night
Guest favorite

Guest suite in Stamford

4.94 out of 5 average rating, 34 reviews

Rome’s Cozy Hideout (Entire Isolated Private Suit)

Jun 25 – Jul 2

ﺩ.ﺇ446 per night

Other great vacation rentals in Darien

Guest favorite

Home in Norwalk

4.97 out of 5 average rating, 29 reviews

The Boathouse on Five Mile River

Apr 12 – 19

ﺩ.ﺇ3,787 per night
Superhost

Apartment in Stamford

4.78 out of 5 average rating, 59 reviews

The Cozy Studio

Aug 29 – Sep 5

ﺩ.ﺇ422 per night
Guest favorite

Apartment in Stamford

5.0 out of 5 average rating, 49 reviews

Standalone Cottage surrounded by woods

Jul 3 – 10

ﺩ.ﺇ400 per night
Guest favorite

Apartment in Norwalk

5.0 out of 5 average rating, 25 reviews

Phoenix Engine #1

Aug 28 – Sep 4

ﺩ.ﺇ635 per night
Superhost

Apartment in Stamford

4.89 out of 5 average rating, 38 reviews

The Seasons Luxe King Bed Pad | Center of Stamford

Oct 9 – 16

ﺩ.ﺇ487 per night
Guest favorite

Home in Norwalk

4.94 out of 5 average rating, 34 reviews

Modern Nature Retreat

Apr 16 – 23

ﺩ.ﺇ3,327 per night
Guest favorite

Apartment in Stamford

4.96 out of 5 average rating, 25 reviews

Luxurious 1BR Downtown Stamford

Nov 19 – 26

ﺩ.ﺇ741 per night
Guest favorite

Apartment in Rowayton

4.85 out of 5 average rating, 41 reviews

Charming Renovated Rowayton apartment.

Sep 13 – 20

ﺩ.ﺇ631 per night
Superhost

Guest suite in Stamford

4.9 out of 5 average rating, 20 reviews

The Urban Royal suite

Feb 5 – 12

ﺩ.ﺇ598 per night
Superhost

Home in Stamford

5.0 out of 5 average rating, 55 reviews

Stylish Beach Home near Downtown/Cove Beach

May 15 – 22

ﺩ.ﺇ2,409 per night
Guest favorite

Guesthouse in Wilton

4.96 out of 5 average rating, 94 reviews

The Cozy Little Cottage

May 2 – 9

ﺩ.ﺇ526 per night
Guest favorite

Home in Norwalk

4.88 out of 5 average rating, 16 reviews

Hollow Spring Retreat

Dec 26 – Jan 2

ﺩ.ﺇ2,617 per night

Quick stats about vacation rentals in Darien

Total rentals

50 properties

Wifi availability

50 properties include access to wifi

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

Frequently Asked Questions

  • Where should I stay in Darien?

    Make yourself at home in Darien by choosing from our most frequently booked neighborhoods. We have over 230 vacation rentals in Noroton, over 360 vacation rentals in Tokeneke, and over 270 vacation rentals in The Cove.

  • Are there vacation rentals with a dedicated workspace in Darien?

    Yes! Work meets play with ease at over 30 vacation rentals in Darien featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Darien?

    Four-legged friends are welcome in Darien. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Do house rentals in Darien have air conditioning?

    Absolutely! We offer over 20 house rentals with air conditioning in Darien. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Darien have wifi?

    Absolutely! We offer over 20 house rentals with wifi in Darien. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in Darien?

    Darien has more than 20 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

Destinations to explore

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