We noticed that you're using an unsupported browser. The Tripadvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Pound Ridge Holiday Rentals

List your property
Owner log in
Check-in
— / — / —
Check-out
— / — / —
Guests
0+ rooms, 2+ guests
Distance from
1 mi
Price per night
£0
£1,000+
Suitability
Show more
Bathrooms
Any
Amenities
Show more
Property type
Show more
Distinctive Features
Show more
Neighbourhood
49 rentals in Pound Ridge.
Sort by:
Tripadvisor Sort
SHORELINE HOLIDAY GETAWAY BIG YARD FIREPLACE
6 bedrooms
4 bathrooms
Sleeps 13
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Private 3.5 acre estate Zen House /Historic mid century modern / lap pool
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Spacious and stately house on beautiful property, 45 min to NYC & West Point
9 bedrooms
5 bathrooms
Sleeps 20
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Westport: Walk to Town (Really) Private Yard, One Floor, Fall 2020 Reno KHS BMS
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Lakeside Modern Farmhouse/Craftsman Chalet
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Private beach/tennis community. $8k October thru December. ONE MONTH MINIMUM.
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Great hotel alternative!!! Brand New!!! 3 Bedroom Home - Heart of Greenwich
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Darien Family Home with Bedroom/Nursery - sleeps 12 & easy 50 min. train to NYC
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Centrally Located Townhouse - Hotel Alternative -close to town - Pet friendly
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Full Cottage at a Home from 1820
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Save time - get the best Pound Ridge rentals sent straight to your email!
Romantic Riverfront Farm House at Historic Aspetuck Corners
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Ocean Dream Beach Home
6 bedrooms
4 bathrooms
Sleeps 20
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Beautiful Home for Your Family Vacation
7 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
5-Br 3-bath Skylit Home on 3 Forested Acres
5 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Serene Connecticut Retreat - Luxury 2 bedroom apt
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
8 other travellers have booked this property
Brand New! Walk to Train, Downtown Fully Loaded
3 bedrooms
5 bathrooms
Sleeps 5
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Back Country Estate with Pool - Greenwich CT
5 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Modern Waterfront Home * WESTPORT RESIDENTS/PROSPECTIVE RESIDENTS ONLY
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Secluded cottage on cul de sac in Rowayton.
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Luxurious Retreat in the Country only 1 hour from NYC
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Spectacular Modern Home Near NYC
5 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
1 other traveller has booked this property
COZY CAPE
3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
North Stamford Guest House
2 bedrooms
2 bathrooms
Sleeps 3
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
New modern house near the water (WESTPORT RESIDENTS ONLY)
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Contemporary Rustic Lakefront, Westchester County NY
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Interior Designer's Enchanting And Bucolic Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Renovated antique converted barn on 5 + acre river-front estate
5 bedrooms
6 bathrooms
Sleeps 10
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Beautiful Private House; Golf, Hike, Fish, Swim, Relax
2 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Updated Farmhouse Retreat
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Studio Cottage on working Horse Farm/ SwimSpa
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
One of a Kind Cotswold Summer Retreat on 18 Secluded Acres
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
A Beautiful Nature Retreat
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Luxury home with great access that sleeps up to twelve. More photos available.
6 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
The Cozy Little Cottage
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
NEW! Private Getaway <2 Mi to Croton Falls Station
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Greenwich Hotel Alternative / Boutique Living - Fully Loaded- Turn Key 1B
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Suburban Getaway. Heated Pool. NO PARTIES.
5 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Steps to Compo Beach
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Sophisticated Country Living
4 bedrooms
4 bathrooms
Sleeps 5
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
See Beautiful Fall Foliage - Lovely CT country home sleeps 10 + heated pool!
3 bedrooms
5 bathrooms
Sleeps 9
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Walker's Paradise Steps from Greenwich Ave
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Emerald's Farm
5 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Nature refuge 5min from train to NYC
3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Heart of Greenwich - Sun Drenched and Relaxing
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
1910 nostalgia cottage with lake views 3 bedrooms
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
NEW! Luxe Oasis on Private Grounds w/ Tennis Court
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Old Greenwich Getaway
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Comfy and Stylish Harbor Point Studio
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Memory Lane Farm
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
1 other traveller has booked this property
The West Lane Inn - Queen Room
1 bedroom
1 bathroom
Sleeps 1
More info
Vrbo.com logo
Check-in
Check-out
PreviousNext
1