Holiday Rentals in Greenwich

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Our top choices for Greenwich holiday rentals

Cottage in cambridge

Peaceful Cottage Retreat
9.8 out of 10, Exceptional, (47)
"Perfect little stay. Best parts of being out in the middle of the woods that also has great cell service. Everything you'd need to enjoy a couple days out in "
United States
Victor L.
The price is €152
includes taxes & fees
4 Jan - 5 Jan 2026
Peaceful Cottage Retreat
3.0 star property
The price is €483
includes taxes & fees
1 Jan - 2 Jan 2026
7 Mi to Glens Falls: Peaceful Retreat w/ Game Room
9.8 out of 10, Exceptional, (17)
"Amazing place off the beaten path. Perfect for couples weekend away."
United States
Kathy A.
The price is €159
includes taxes & fees
5 Jan - 6 Jan 2026
HOT TUB & New Stylish Saratoga County Efficiency
10.0 out of 10, Exceptional, (24)
"Satisfied. Quiet and relaxing property. "
United States
Timothy F.
The price is €368
includes taxes & fees
4 Jan - 5 Jan 2026
Dog friendly lakefront home w/fireplace near Lk George. Telecommuters welcome!
9.8 out of 10, Exceptional, (100)
"Beautiful, serene location with great penned in area for my lovable, niece pup! Spacious house with all the key amenities. Easy access for my elederly mom. "
United States
Lynn F.
The price is €267
includes taxes & fees
4 Jan - 5 Jan 2026
Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!
8.8 out of 10, Excellent, (3)
"Excellent service from the staff"
United States
Pierre
The price is €242
includes taxes & fees
5 Jan - 6 Jan 2026
NEW - 3 Bedroom with Thoroughbred Farm & Lake View
10.0 out of 10, Exceptional, (8)
"Great location for our horse racing trip and nice attention to details by owner"
United States
Daniel T.
The price is €393
includes taxes & fees
6 Jan - 7 Jan 2026
Cheerful 3 bedroom home close to everything!
10.0 out of 10, Exceptional, (1)
The price is €535
includes taxes & fees
13 Jan - 14 Jan 2026
Sowilo Retreat All-Inclusive Maple House
2.0 star property
10.0 out of 10, Exceptional, (2)
"This cabin was everything we could have asked for! Great, peaceful location with a beautiful view. Tastefully decorated and wonderful open concept for kitchen and living room set-up. We really enjoyed the game room downstairs, too. We will definitely be back soon."
United States
Shannon C.
The price is €600
includes taxes & fees
7 Jan - 8 Jan 2026
The Birchwood Cabin - Stunning Mountain Views

Holiday Home in Sandgate

Mountain Dream Escape
2.0 star property
10.0 out of 10, Exceptional, (1)
"Beautiful location and home! The apartment was beautifully decorated and so cozy. The hot tub was a great place for stargazing! It was wonderful for our anniversary weekend but would also be great for a longer stay.Great communication with hosts and they were super helpful when we had a minor issue with check in."
United States
Morgan C.
The price is €432
includes taxes & fees
4 Jan - 5 Jan 2026
Mountain Dream Escape
10.0 out of 10, Exceptional, (16)
"What a wonderful home away from home for the weekend! Cabin was exactly as described, extremely clean and welcoming. Host were very professional and kind. We definitely will be back"
United States
Taina R.
The price is €361
includes taxes & fees
4 Jan - 5 Jan 2026
Red Oak Cabin: Our cozy cabin is tucked away but still close to any adventure!
8.8 out of 10, Excellent, (29)
"Fun space that worked great for our needs. "
United States
Aslyn B.
The price is €227
includes taxes & fees
4 Jan - 5 Jan 2026
The "Roost." A Large 2 Bedroom - Diner Themed Stay
2.0 star property
The price is €270
includes taxes & fees
27 Jan - 28 Jan 2026
Riverbend Cabin - Wonderful 2-bedroom home
9.6 out of 10, Exceptional, (20)
"Lovely home. Very pet friendly. "
United States
Kimberly D.
The price is €327
includes taxes & fees
13 Jan - 14 Jan 2026
Cozy Rustic Cabin In The Hamlet Of Shushan NY. with incredible views

Holiday Home in Sunderland

Bear Pass - Mountain View by RedAwning
9.6 out of 10, Exceptional, (5)
"We loved our stay at Bear Pass! The kitchen was more than adequately stocked. The hous was great for our extended family and our 3 dogs"
United States
Megan G.
The price is €532
includes taxes & fees
13 Jan - 14 Jan 2026
Bear Pass - Mountain View by RedAwning
9.8 out of 10, Exceptional, (45)
"Great spot, perfect get away and close to track and nightlife!"
United States
George G.
The price is €161
includes taxes & fees
4 Jan - 5 Jan 2026
Beautiful studio apartment in Saratoga - short walk to downtown

Apartment in Bennington

Green Mountain Getaway
2.0 star property
9.6 out of 10, Exceptional, (18)
"Very clean property. The location was very convenient to the Main Street of Bennington. Easy check in process. Would definitely stay here again! "
United States
Meredith Y.
The price is €329
includes taxes & fees
4 Jan - 5 Jan 2026
Green Mountain Getaway

Holiday Home in Saratoga Springs

Cute ranch, <1 mile to downtown
9.8 out of 10, Exceptional, (17)
"Really nice house, cute, clean, easy access to Broadway."
United States
Kathy R.
The price is €298
includes taxes & fees
5 Jan - 6 Jan 2026
Cute ranch, <1 mile to downtown
10.0 out of 10, Exceptional, (4)
"BEAUTIFUL HOME GREAT VIEWS, CLEAN, SPACIOUS, AND A VERY HELPFUL PROPERTY MANAGER. CLOSE TO OUR WEDDING DESTINATION. HAD A WONDERFUL TIME. WOULD HIGHLY RECOMMEND THIS PROPERTY."
United States
diane
The price is €535
includes taxes & fees
13 Jan - 14 Jan 2026
Sowilo Pine House. All-inclusive food and drinks.
10.0 out of 10, Exceptional, (1)
"Everything was fantastic, the only thing i would say is that the stairs my be a problem fo older guests. For me I would definatly book again."
United States
george v.
1-BR Gem Near Downtown & Nature Escapes
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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Top Greenwich Hotel Reviews

Find out more about Greenwich

Everything you need to know about Greenwich holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Greenwich holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Greenwich holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Greenwich holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Greenwich. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Greenwich holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Greenwich holiday rentals we have selected for you start as low as €161 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Greenwich rentals

At Expedia, we put the best Greenwich holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Greenwich rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Greenwich holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Greenwich. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Greenwich?

Yes, there are holiday rentals in Greenwich close to Christ the King Spiritual Life Center, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Greenwich has to offer?

Family Friendly - Pet Friendly : This holiday home rental outside of Greenwich is located on a lake, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals are there in Greenwich?

Choose from 3 Expedia holiday rentals in Greenwich for a memorable holiday.

What’s there to see and do in Greenwich?

Family-friendly attractions include Christ the King Spiritual Life Center and Ashville Game Farm and Exotic Zoo, whereas Battenkill River and Hudson River are a couple of great spots to enjoy the outdoors. While here, Willard Mountain and Greenwich Town Bathing Beach are other places worth a visit.

What’s a holiday rental in Greenwich like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Greenwich. Holiday rentals offer amenities such as hot tubs, fire pits and patios so you'll have everything you need. If you're concerned about cleanliness, holiday rentals can provide a sense of seclusion away from public hotel lifts and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular choice for a family getaway.