Default HTG hotel image

Greenwich Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Greenwich vacation rentals

1. Cottage 5 - Charming Secluded Cottage, Large pool, Tennis, Private Community

Cottage 5 - Charming Secluded Cottage, Large pool, Tennis, Private Community
Sandy Point
9.0 out of 10, Wonderful, (2 reviews)
"My partner and I stayed here while visiting North Caicos and were extremely pleased with the location, the cleanliness of the villa, and the surrounding area. The property is just a 1-minute drive or a 5-minute bike ride to a gorgeous, secluded beach, and about a 20-minute drive to nearby restaurants. This villa does require a ferry ride between Providenciales and North Caicos, and Ransel, the property manager, was exceptionally courteous and supportive in helping arrange transportation and...
United States
Madeline
The price is CA $328
CA $516 total
includes taxes & fees
Sep 18 - Sep 19
Cottage 5 - Charming Secluded Cottage, Large pool, Tennis, Private Community

2. Cottage 6 - Charming 1-bedroom cottage-pool-tennis-walk to beach in Sandy Point

Cottage 6 - Charming 1-bedroom cottage-pool-tennis-walk to beach in Sandy Point
Sandy Point
10.0 out of 10, Exceptional, (2 reviews)
"Magical place, beautiful and clean home. If you are looking for a serene, friendly and secure place, this one is for you.Will 1000% come back. "
Canada
Marina K.
The price is CA $344
CA $535 total
includes taxes & fees
Sep 18 - Sep 19
Cottage 6 - Charming 1-bedroom cottage-pool-tennis-walk to beach in Sandy Point

3. Spectacular Beachfront Ultra Luxury Villa Stella Maris-Introductory Sale!

Spectacular Beachfront Ultra Luxury Villa Stella Maris-Introductory Sale!
Sandy Point
10.0 out of 10, Exceptional, (1 review)
"We had such an amazing stay in Turks and Caicos! The place was extremely clean, beautiful, and looked just like the pictures. The view was absolutely breathtaking, especially waking up to the ocean every morning. One of my favorite parts was the shallow sandbar right in the middle of the ocean. You could walk out into the beautiful clear water and just enjoy the scenery—it honestly felt like paradise. The location was peaceful, relaxing, and perfect for a getaway. I would definitely stay here...
United States
Nkaysha N.
The price is CA $999
CA $1,262 total
includes taxes & fees
Sep 18 - Sep 19
Spectacular Beachfront Ultra Luxury Villa Stella Maris-Introductory Sale!

4. NEW Ultra-Luxury Sandy Point Beachfront/Canal Villa Amara-introductory offerings

NEW Ultra-Luxury Sandy Point Beachfront/Canal Villa Amara-introductory offerings
Sandy Point
10.0 out of 10, Exceptional, (3 reviews)
"It was the most amazing stay! The house was beautiful, communication was excellent, and the surroundings were truly beyond special. We couldn’t have asked for a better experience and would absolutely stay again"
United States
Landria V.
The price is CA $1,477
CA $2,577 total
includes taxes & fees
Sep 18 - Sep 19
NEW Ultra-Luxury Sandy Point Beachfront/Canal Villa Amara-introductory offerings

5. Enchanting Luxury Beachfront Villa Stillwater in Sandy Point views of Parrot Cay

Enchanting Luxury Beachfront Villa Stillwater in Sandy Point views of Parrot Cay
Sandy Point
10.0 out of 10, Exceptional, (1 review)
"We had an incredible stay at Sandy Point Villa. The villa is brand new and beautifully designed, with premium finishes, high-end appliances, and luxurious bathrooms throughout. The layout was perfect for our group, featuring four spacious bedrooms, including two master suites, one on each floor, which provided excellent privacy for multiple couples or families.The outdoor space is truly spectacular. The infinity pool overlooks the water, and you can walk directly from the backyard, past the...
United States
Nathan S.
The price is CA $2,015
CA $2,542 total
includes taxes & fees
Sep 18 - Sep 19
Enchanting Luxury Beachfront Villa Stillwater in Sandy Point views of Parrot Cay

6. H2O Life. Style. Resort.

H2O Life. Style. Resort.
4.0 star property
Long Bay Hills
9.4 out of 10, Exceptional, (112 reviews)
"They were all very nice definetly coming back Next time I’ll either rent a car or stop at market to bring food"
United States
Henrique
The price is CA $616
CA $782 total
includes taxes & fees
Oct 17 - Oct 18
H2O Life. Style. Resort.

7. 2-bedrooms next to Grace Bay

2-bedrooms next to Grace Bay
Grace Bay
The price is CA $277
CA $454 total
includes taxes & fees
Sep 18 - Sep 19
2-bedrooms next to Grace Bay

8. 2-Bedroom Suite near Grace Bay Providenciales

2-Bedroom Suite near Grace Bay Providenciales
Leeward Settlement
7.2 out of 10, Good, (9 reviews)
"We only stayed one night en route to another location, but it was great for what we needed!"
United States
E T.
The price is CA $224
CA $450 total
includes taxes & fees
Sep 18 - Sep 19
2-Bedroom Suite near Grace Bay Providenciales

9. 3-bedroom Suite in Providenciales

3-bedroom Suite in Providenciales
Grace Bay
The price is CA $277
CA $500 total
includes taxes & fees
Oct 7 - Oct 8
3-bedroom Suite in Providenciales

10. Sienna@Long Bay Retreat-Luxury Stay near Grace Bay

Sienna@Long Bay Retreat-Luxury Stay near Grace Bay
Long Bay Hills
10.0 out of 10, Exceptional, (1 review)
"Our first time to TCI, we weren’t sure where to stay. We had read the reviews and were designing between several properties. I reached to out host to confirm availability and cost and he responded in minutes. We booked using the system shortly afterwards. The When we arrived the host greeted us personally in a personable and friendly way; not pushy at all but informative. He gave us a"
United States
Robert S.
Sienna@Long Bay Retreat-Luxury Stay near Grace Bay

11. Providenciales Beach Front 1 Bedroom, by Shoreline

Providenciales Beach Front 1 Bedroom, by Shoreline
Leeward Settlement
The price is CA $876
CA $1,439 total
includes taxes & fees
Oct 8 - Oct 9
Providenciales Beach Front 1 Bedroom, by Shoreline

12. Villa Do Little, Secluded pool, Hot Tub, Canal near Long Bay Beach

Villa Do Little, Secluded pool, Hot Tub, Canal near Long Bay Beach
Long Bay Hills
9.8 out of 10, Exceptional, (24 reviews)
"Everything was great! Highly recommend "
United States
Stephen M.
The price is CA $903
CA $1,919 total
includes taxes & fees
Oct 1 - Oct 2
Villa Do Little, Secluded pool, Hot Tub, Canal near Long Bay Beach

13. Luxury Canal Front Villa Kayaks, Pool & BBQ

Luxury Canal Front Villa Kayaks, Pool & BBQ
Leeward Settlement
10.0 out of 10, Exceptional, (2 reviews)
"Excellent host "
United States
faith J.
The price is CA $3,502
CA $5,829 total
includes taxes & fees
Sep 18 - Sep 19
Luxury Canal Front Villa Kayaks, Pool & BBQ

14. Turkcation Spacious 4 bedroom villa minutes from Long Bay Beach Providenciales

Turkcation Spacious 4 bedroom villa minutes from Long Bay Beach Providenciales
Long Bay Hills
10.0 out of 10, Exceptional, (1 review)
"Home was great and adjacent to Shore Club and other South Island beaches. Close to the main town as well. Recommend for a nice family vacation!"
United States
Keith B.
The price is CA $1,876
CA $2,314 total
includes taxes & fees
Sep 18 - Sep 19
Turkcation Spacious 4 bedroom villa minutes from Long Bay Beach Providenciales

15. Providenciales Beach Front 2 Bedroom, Shoreline

Providenciales Beach Front 2 Bedroom, Shoreline
Leeward Settlement
The price is CA $1,194
CA $1,901 total
includes taxes & fees
Sep 22 - Sep 23
Providenciales Beach Front 2 Bedroom, Shoreline
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Greenwich Hotel Reviews

Find out more about Greenwich

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Greenwich. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a vacation rental in Greenwich?

Yes, we give you a choice of vacation rentals near the most popular local attractions in Greenwich, or you can go with a more remote option if you want a relaxing place to stay.

What's the top vacation rental in Greenwich?

Private Beachfront Luxury Estate pool with waterfall free concierge – Sleeps 16: This vacation home rental outside of Greenwich is located on the beach and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a balcony, a garden, and a selection of games so you can immerse yourself in your vacation.

How many vacation rentals are there in Greenwich?

Expedia has 103 vacation rentals for your stay in Greenwich.

What’s there to see and do in Greenwich?

While you're exploring the area, Horsestable Beach and Whitby Beach are a couple of picturesque spots to get outside and enjoy nature. Three Mary Cays and Sandy Point Beach are a couple of places you'll find in the larger area.

What’s a vacation rental in Greenwich like?

Vacation rentals are privately owned properties you can book for a few weeks or just a few days in Greenwich. Vacation rentals feature extras like kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about a clean environment, vacation rentals can provide a sense of privacy away from public hotel elevators and busy front desks while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive option for a family trip.