Best Vacation Homes in Pound Ridge
Cottage
9.8(6 Reviews)
1 Bedroom
1 Bath
6 Guests
950 ft²
Fireplace/Heating
Ocean View
Balcony/Terrace
View
£196/Night
7 Nights - £1,373
Bed & Breakfast
9.3(3 Reviews)
3 Bedrooms
3 Baths
7 Guests
179.4 ft²
- Fireplace/Heating
- Balcony/Terrace
Parking
Air Conditioner
£251/Night
7 Nights - £1,755
£487/Night
7 Nights - £3,410
Other
9.8(7 Reviews)
2 Bedrooms
2 Baths
6 Guests
2000 ft²
- Fireplace/Heating
- Balcony/Terrace
Kitchen- Parking
£330/Night
7 Nights - £2,312
House
8.2(6 Reviews)
3 Bedrooms
2 Baths
10 Guests
2002.09 ft²
Hot Tub- Fireplace/Heating
- Balcony/Terrace
- View
£981/Night
7 Nights - £6,869
Villa
4 Bedrooms
2 Baths
8 Guests
- Hot Tub
- Fireplace/Heating
Pet Friendly- Kitchen
£1,041/Night
7 Nights - £7,287
House
10.0(9 Reviews)
3 Bedrooms
2 Baths
7 Guests
Private Pool
Spa- Fireplace/Heating
Pool
£708/Night
7 Nights - £4,957
House
10.0(3 Reviews)
4 Bedrooms
4 Baths
7 Guests
4000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
£607/Night
7 Nights - £4,250
Pound Ridge Luxury Rentals
House
4 Bedrooms
4 Baths
8 Guests
4866 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
£1,108/Night
7 Nights - £7,758
House
9.6(49 Reviews)
5 Bedrooms
6 Baths
16 Guests
- Hot Tub
- Spa
- Fireplace/Heating
- Ocean View
£938/Night
7 Nights - £6,566
Hotel
9.7(24 Reviews)
4 Baths
357.9 ft²
Oceanfront- Fireplace/Heating
- Ocean View
- Balcony/Terrace
£592/Night
7 Nights - £4,145
House
9.6(5 Reviews)
4 Bedrooms
2 Baths
8 Guests
3450 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
£586/Night
7 Nights - £4,104
New
House
1 Bedroom
1 Bath
3 Guests
- Fireplace/Heating
- Balcony/Terrace
- Air Conditioner
Child Friendly
£363/Night
7 Nights - £2,539
House
9.8(6 Reviews)
3 Bedrooms
2 Baths
5 Guests
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
£323/Night
7 Nights - £2,258
House
1 Bedroom
1 Bath
2 Guests
1302.43 ft²
- Fireplace/Heating
- Balcony/Terrace
- Air Conditioner
- Child Friendly
£277/Night
7 Nights - £1,936
House
6.0(1 Review)
1 Bedroom
1 Bath
6 Guests
947.22 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- View
£234/Night
7 Nights - £1,641
Pound Ridge Pet Friendly Vacation Rentals
House
3 Bedrooms
3 Baths
6 Guests
- Pet Friendly
- Air Conditioner
- Child Friendly
Laundry
£232/Night
7 Nights - £1,621
Apartment
1 Bedroom
1 Bath
4 Guests
796.53 ft²
- Fireplace/Heating
- Pet Friendly
- Parking
- Air Conditioner
£183/Night
7 Nights - £1,281
Apartment
9.8(6 Reviews)
1 Bedroom
1 Bath
4 Guests
700 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
£224/Night
7 Nights - £1,569
Cottage
1 Bedroom
2 Baths
3 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
£306/Night
7 Nights - £2,144
House
3 Bedrooms
3 Baths
8 Guests
- Hot Tub
- Fireplace/Heating
- Pool
- Pet Friendly
£657/Night
7 Nights - £4,597
House
4 Bedrooms
2 Baths
8 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
Internet
£254/Night
7 Nights - £1,775
House
8.8(8 Reviews)
3 Bedrooms
2 Baths
8 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Pet Friendly
£193/Night
7 Nights - £1,348
Cottage
5.0(1 Review)
1 Bedroom
2 Baths
2 Guests
- Pet Friendly
- Air Conditioner
- Laundry
Bedding/Linens
£165/Night
7 Nights - £1,158
Pound Ridge Large Vacation Homes
House
8 Bedrooms
10 Baths
16 Guests
- Fireplace/Heating
- Parking
- Air Conditioner
- Internet
£1,949/Night
7 Nights - £13,646
House
3 Bedrooms
3 Baths
10 Guests
- Spa
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
£807/Night
7 Nights - £5,646
House
3 Bedrooms
3 Baths
10 Guests
3000 ft²
- Private Pool
- Pool
- Kitchen
- Air Conditioner
£595/Night
7 Nights - £4,168
Why Choose Rent By Owner for your Pound Ridge Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Popular Areas for Pound Ridge Vacation Rentals
Where are the best neighborhoods to stay in Pound Ridge?
When exploring neighborhoods to stay in Pound Ridge, New York, you'll find that this charming area offers a variety of scenic and peaceful environments perfect for a relaxing getaway. Whether you prefer the tranquil countryside or a cozy community setting, each neighborhood provides unique advantages for your stay. As you plan your visit, consider the local atmosphere and amenities that align with your travel interests. With trusted vacation rentals available throughout Pound Ridge, you can enjoy a seamless booking experience in these inviting neighborhoods, ensuring your trip is both comfortable and memorable.
North Stamford
Situated nearby, North Stamford offers a peaceful retreat with easy access to the natural beauty and suburban charm that make this area an ideal choice for your stay. Here, you can enjoy a tranquil environment while remaining close to the amenities and attractions of the region.
View 275+ Rentals in North StamfordBest Times to Visit Pound Ridge
When should you plan your Vacation Rentals stay?
Choosing the right time to visit this destination ensures you experience its natural beauty and tranquility at their best, making your stay in Pound Ridge, New York, truly memorable.
Peak Season Highlights
Summer (June to August)
During the summer months, you can enjoy warm weather and longer daylight hours, making this an ideal time for outdoor activities and scenic exploring. The region sees increased visitor activity, so early booking of vacation rentals is recommended.
Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F
Fall (September to November)
Autumn transforms the area with vibrant foliage and crisp air, attracting visitors looking for picturesque landscapes and seasonal festivities. Secure your rental well in advance to experience the region's most beautiful season comfortably.
Average Temperature Daytime: 60°F to 70°F - Nighttime: 40°F to 50°F
Off-Season Highlights
Winter (December to February)
The winter months bring cooler temperatures, offering a peaceful setting for those seeking solitude and cozy accommodations. Prices tend to be more affordable, but ensure your vacation rental is prepared for colder weather conditions.
Average Temperature Daytime: 30°F to 40°F - Nighttime: 20°F to 30°F
Spring (March to May)
In early spring, you'll find fewer crowds and blooming scenery, making it an excellent time for quieter getaways. Booking your vacation rental ahead will help you make the most of this quiet and rejuvenating season.
Average Temperature Daytime: 50°F to 60°F - Nighttime: 35°F to 45°F
Weekly Weather Forecast for Pound Ridge
How to Book Your Pound Ridge Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Pound Ridge
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy outdoor dining with a private patio or deck, perfect for relaxing meals amidst scenic surroundings.
- Take advantage of spacious yards or lawns ideal for family gatherings, games, or just unwinding in nature.
- Make the most of a private swimming pool to cool off during warm summer days in this charming region.
- Gather around an outdoor fire pit, perfect for evenings spent sharing stories or roasting marshmallows.
- Explore well-maintained hiking trails directly accessible from your rental, offering scenic views of the surrounding countryside.
- Utilize outdoor recreational equipment such as kayaks or paddleboards if available, to enjoy nearby waterways.
- Relax in beautifully landscaped gardens or patios designed to enhance your outdoor experience here in this inviting area.
Top Attractions Around Pound Ridge
What attractions are nearby?
While staying here, you can explore a variety of outdoor activities, cultural experiences, and scenic spots that showcase the natural beauty and charm of this destination in the region.
Family Activities
- Trails at Pound Ridge Reservation: Embark on family-friendly hikes through scenic paths that showcase the natural beauty of the region.
- The Ridgefield Playhouse: Enjoy engaging performances and cultural events suitable for all ages in this vibrant community venue.
- Pound Ridge Historic District: Discover the area's rich history with a leisurely walk through historic sites and charming local landmarks.
- Local Farmers Markets: Experience fresh, regional produce and artisan goods that offer a delightful taste of this destination's local charm.
Adult Activities
- Golf at Pound Ridge Golf Club: Enjoy a round of world-class golf amid the scenic landscapes that make this destination truly special.
- Hiking and Nature Trails: Explore the region’s lush trails and scenic outlooks, perfect for outdoor enthusiasts seeking tranquility and adventure.
- Wine Tasting Experiences: Indulge in local wine tastings at nearby vineyards, offering a refined way to savor the area's regional flavors.
- Art Galleries and Cultural Events: Immerse yourself in the local arts scene by visiting galleries and attending cultural events that showcase the area’s creative spirit.
Other Places to Stay in Pound Ridge, NY
Scotts Corners
Pound Ridge Travel Tips
How Can You Make the Most of Your Stay?
- Explore local outdoor activities: Take advantage of the area's scenic trails and parks to enjoy hiking, biking, and nature walks right from your vacation rental.
- Sample regional cuisine: Visit nearby eateries or prepare meals in your rental to experience authentic flavors that highlight the region’s culinary charm.
- Visit seasonal events and markets: Check out local farmers' markets and seasonal festivals to immerse yourself in the community's vibrant atmosphere.
- Plan day trips around the destination: Discover nearby attractions and scenic spots to make the most of your stay and create memorable experiences in this charming region.
Transportation Options
- White Plains Transit Center: You can access regional bus and train services here, providing convenient transportation options for exploring the area surrounding Pound Ridge.
- Metro-North Railroad Station in Katonah: This station offers commuter rail service directly into New York City, making day trips or commuting easy from this part of the region.
- Private Car Services and Taxis: For personalized transportation, local car services and taxis are readily available to help you reach nearby attractions and amenities comfortably.
- Rental Cars: Renting a vehicle is a flexible option that allows you to explore the scenic region at your own pace, especially if you're staying in one of the charming vacation rentals here.
Local Customs Options
- Local Artisan Markets: Visiting the artisan markets offers a glimpse into the area's creative spirit and supports local craft traditions.
- Seasonal Harvest Festivals: Participating in seasonal festivals allows you to experience the region's agricultural heritage and community warmth.
- Historical Preservation Practices: Respect for historic sites and local preservation efforts reflect the community’s appreciation for its cultural roots.
- Community Art Celebrations: Engaging in art and cultural celebrations showcases the area’s commitment to fostering local talent and vibrant arts scenes.
Frequently Asked Questions About Pound Ridge?
1. What are the top vacation rentals in Pound Ridge?
There are a lot of options in Pound Ridge. If you plan on staying in the Pound Ridge area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Pound Ridge:
- Peaceful Light-Filled Guesthouse 1 Hour From NYC
- Pound Ridge Retreat: Private Trails, Fire Pit, Yoga + Fast Wi-Fi
- 1840 Farmhouse on 3 private acres with home theater! Pet Friendly!
- 4 Seasons By The Lake
- South Salem Vacation Rental w/Furnished Deck!
- Bedford Post Inn
- Over Sized Colonial on Private Road.
- beautiful contemporary house , only one hour from Manhattan
- Bedford Post Inn
- Honey Maple Grove BnB
2. Which vacation homes in Pound Ridge are best for families?
If you are looking for a family-friendly vacation home in Pound Ridge, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Pound Ridge:
3. How many Rentbyowner vacation rentals are available in Pound Ridge?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 33 in the Pound Ridge area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Pound Ridge.
4. What is the cancellation policy for vacation rentals in Pound Ridge, New York?
Cancellation policies vary depending on the individual listing. You should review the specific property's policy details on the listing page or contact the host directly to understand the terms and any potential fees involved.
5. How do I inquire about availability and booking options for rental properties near Pound Ridge?
Availability and booking options are available through the property’s listing page. It’s recommended to reach out to the owner or property manager directly if you have specific questions before confirming your reservation.
6. Are there any amenities or features I should expect from vacation rentals here?
The amenities differ from one property to another, so it’s best to check each listing for detailed information. Many rentals offer features like outdoor spaces, modern kitchens, and Wi-Fi, but always confirm specifics with the host.
7. What should I know about check-in and check-out procedures for stays in this area?
Check-in and check-out times are set by individual hosts. Detailed instructions are usually provided after booking, but it’s advisable to contact the host beforehand if you have special requirements or need early or late check-in options.
8. Is it possible to get assistance if I encounter issues during my stay in a rental property?
Support is typically available through the listing platform or directly from the host. For immediate concerns, contact the property owner or customer service to ensure a smooth experience during your stay.
Pound Ridge Top Rated Vacation Rentals
House
3 Bedrooms
2 Baths
8 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Pet Friendly
£217/Night
7 Nights - £1,522
