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Search Guest Houses in Westport from CA $491

March 2025

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Browse Select Westport Guest Houses

Enjoy our 3-story, family-friendly Carriage House Fireplace and outdoor fire pit
Exterior

Enjoy our 3-story, family-friendly Carriage House Fireplace and outdoor fire pit

10.0 out of 10, Exceptional, (84)
"Our family stayed here to attend a nearby wedding. It was so comfortable with lots of character. Our only issue was one shower but we made it work . We even had a faux runway down the beautiful staircase. Thank you so much to the owners, they were wonderful."
Enjoy our 3-story, family-friendly Carriage House Fireplace and outdoor fire pit
Mid Century Modern ZEN House with Pool. 50 min from New York City
Interior

Mid Century Modern ZEN House with Pool. 50 min from New York City

10.0 out of 10, Exceptional, (18)
"We absolutely loved our stay at the Zen House. Everything was perfect from the historical accommodations to the beautiful setting in the woods. Olga was a super nice and informative host, we were greeted with a bottle of champagne and fresh fruit! Also we had so much fun painting on the canvas Olga left for us.!! "
Mid Century Modern ZEN House with Pool. 50 min from New York City
Peaceful Light-Filled Guesthouse 1 Hour From NYC
Outdoor pool, a heated pool

Peaceful Light-Filled Guesthouse 1 Hour From NYC

10.0 out of 10, Exceptional, (6)
"We had an absolutely delightful stay at the charming sanctuary that is Sweetbriar guesthouse. The hosts have thought of everything to ensure guests are comfortable. The guesthouse is clean and organized and the views from the picture windows are gorgeous!"
Peaceful Light-Filled Guesthouse 1 Hour From NYC
The West Lane Inn - King Room
1 bedroom, iron/ironing board, internet, bed sheets

The West Lane Inn - King Room

10.0 out of 10, Exceptional, (1)
" the complimentary breakfast"
The price is CA $491
CA $562 total
includes taxes & fees
Mar 9 - Mar 10
The West Lane Inn - King Room
Beautiful Stamford Loft! Near Downtown+Parking+45min to NYC
2 bedrooms, iron/ironing board, free WiFi, bed sheets

Beautiful Stamford Loft! Near Downtown+Parking+45min to NYC

9.6 out of 10, Exceptional, (15)
"Beautiful location. Clean, comfortable, private, excellent ammenities. The lite extras made it extra specisl."
Beautiful Stamford Loft! Near Downtown+Parking+45min to NYC
Fairfield Whole House
Exterior

Fairfield Whole House

2.0 star property
Fairfield Whole House
3 private bedrooms with Pool Holiday home 3 BestStayz.1
House | Staircase

3 private bedrooms with Pool Holiday home 3 BestStayz.1

3.5 star property
3 private bedrooms with Pool Holiday home 3 BestStayz.1
Wells Whole House
Blender

Wells Whole House

2.0 star property
Wells Whole House
Linwood Whole House
Premium bedding, individually decorated, individually furnished, desk

Linwood Whole House

2.0 star property
Linwood Whole House
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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Other property types in Westport

Sweet Studio w/ Lounge & Pool Table
Interior

Sweet Studio w/ Lounge & Pool Table

The price is CA $157
CA $334 total
includes taxes & fees
Mar 10 - Mar 11
Sweet Studio w/ Lounge & Pool Table
Stamford Suites
Exterior

Stamford Suites

3.0 star property
5.6 out of 10, (23)
"Room was very spacious "
The price is CA $242
CA $278 total
includes taxes & fees
Mar 23 - Mar 24
Stamford Suites
DUNE Fairfield Beach
Private beach nearby, sun loungers, beach umbrellas, beach towels

DUNE Fairfield Beach

3.0 star property
8.8 out of 10, Excellent, (48)
"Excellent stay"
The price is CA $325
CA $452 total
includes taxes & fees
Mar 10 - Mar 11
DUNE Fairfield Beach
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.