Greenwich Vacation Rentals

Q: What are some of the best vacation rentals that Greenwich has to offer?

The Gem - by Zenbreak : You might want to consider this vacation home rental near Greenwich, which comes with free WiFi so you can feel at home during your trip.

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Dates

November 2026

December 2026

Check prices for these dates

In two weeks

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Our top choices for Greenwich vacation rentals

A bedroom with a bed, a door, a mirror, and a window with curtains.

1. Jem Gems

Durants

Laurence

$55 nightly

Nov 15 - Nov 16

Total with taxes and fees

A swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a building with balconies.

2. Plum Tree Club

Rockley

Saneka

$98 nightly

Dec 6 - Dec 7

Total with taxes and fees

A parking area with white vehicles, a covered seating area, and lush greenery.

3. Malfranza Apartments

Bridgetown

Marc Downing

$78 nightly

Nov 12 - Nov 13

Total with taxes and fees

A café interior with a display case of pastries, a refrigerated display, and a shelf with beverages.

4. The Palms Resort

Holetown

Anthonia

$179 nightly

Dec 12 - Dec 13

Total with taxes and fees

A hallway with wooden doors, a bench, and a tiled floor.

5. Manderley Villas

Mangrove

Vernon

$82 nightly

Dec 12 - Dec 13

Total with taxes and fees

6. Blue Haven Holiday Apartments

St. Lawrence Gap

Vidwattee

$144 nightly

Nov 18 - Nov 19

Total with taxes and fees

A beach with clear blue water, a sandy shore, and a few people walking along the beach.

7. Worthing Court Apartment Hotel

Worthing

Ena

$118 nightly

Nov 26 - Nov 27

Total with taxes and fees

A double bed with two nightstands, each with a lamp, in a room with floral wall art.

8. Paradise Villas

Spring Garden

Herbert A

$105 nightly

Nov 24 - Nov 25

Total with taxes and fees

A beach with clear turquoise water and a sandy shore.

9. BLR Villas Dover Beach

St. Lawrence Gap

Dhanwashrie

$67 nightly

Nov 12 - Nov 13

Total with taxes and fees

A hotel room with a bed, a desk, a chair, a balcony with a view, and an air conditioning unit.

10. Adulo Apartments

Rockley

Marsha

$141 nightly

Nov 12 - Nov 13

Total with taxes and fees

A wall with the text "Stay A While" in a stylized font.

11. Stay a While Guest Apartment

Mangrove

Alrick

$81 nightly

Nov 12 - Nov 13

Total with taxes and fees

A beach with clear turquoise water, white sand, and palm trees. There are lounge chairs and umbrellas along the shore.

12. Melrose Beach Apartments

Worthing

Cheverine

$85 nightly

Dec 9 - Dec 10

Total with taxes and fees

A pool area with lounge chairs and a green umbrella.

13. Regent Apartments

Holetown

Yogui

$114 nightly

Nov 13 - Nov 14

Total with taxes and fees

A tropical beach setting with palm trees, a clear blue sky, and ocean waves.

14. Ocean Spray Apartments

Inch Marlowe

Claudia

$102 nightly

Dec 12 - Dec 13

Total with taxes and fees

A bedroom with a bed, a window with curtains, and a tiled floor.

15. The Terraces at Mangrove

Mangrove

Alison

$81 nightly

Nov 12 - Nov 13

Total with taxes and fees

A beach with clear turquoise water, a sailboat, and a forested area in the background.

16. Kingsgate #1 - by Zenbreak

Gibbes

John

An outdoor swimming pool with lounge chairs and a table, surrounded by a white wall and greenery.

17. THE Cottage, Saint Davids, Christ Church, Barbados

Oistins

Sean

$184 nightly

Nov 12 - Nov 13

Total with taxes and fees

A spacious living room with a view of the sea, a ceiling fan, and a bookshelf.

18. Seacruise Villa

Fryers Well

Michael

$252 nightly

Dec 11 - Dec 12

Total with taxes and fees

A beach with clear turquoise water, palm trees, and sun loungers.

19. Bonanza Apartments

St. Lawrence Gap

$108 nightly

Nov 12 - Nov 13

Total with taxes and fees

A beach with lounge chairs and umbrellas, a clear sky, and the ocean.

20. On the beautiful West Coast. Douglas, St. Peter, Barbados - Apt A

Heywoods Estates

Ann E.

$151 nightly

Nov 23 - Nov 24

Total with taxes and fees

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Find vacation rentals that suit your style

Top Greenwich Hotel Reviews

An aerial view of a resort with multiple buildings, a beach, and clear turquoise waters.

Coral Reef Club

Holetown

10/10 Excellent

From the moment we checked in (on our honeymoon) until we left 6 days later our experience was awesome. The general manager took the time to learn our name, greet us upon arrival and again as we left. Fellow guests were all friendly. My rental car's battery died and they took care of everything while we were off playing golf. The food, especially daily breakfast, was fabulous. All needs were anticipated without request necessary. All-in-all, a great trip (I highly recommend Barbados as well).

Big Eye

A lush outdoor area with a pool, surrounded by tropical plants and palm trees.

Colony Club, a Luxury Collection Resort, Barbados

Holetown

10/10 Excellent

This resort made our trip. We stayed for a week in late September 2015 to celebrate a major birthday. The Colony Club upgraded our room (probably possible only because it was off-season), and started our vacation off right with delicious rum punches and a bottle of champagne. And it just got even better from there. The resort and the island are incredibly beautiful. The Colony Club is low-key and elegant; the staff friendly and helpful...we have nothing but wonderful memories. We'll be...

Lane

Blue Haven Holiday Apartments

St. Lawrence Gap

10/10 Excellent

kurk

A balcony with wicker chairs, a glass table, and a view of the ocean and palm trees.

Waves Resort & Spa, Barbados, An Autograph Collection® All-Inclusive Resort

Prospect

10/10 Excellent

If you are trying to decide between the Marriott properties- this is definitely the best (more to open soon though). The beach is beautiful and there is great snorkeling if you follow the rope on the left side over the reef. We stayed in a split ocean view - incredible view. The adults pool is beautifully landscaped and feels very special (even had monkey activity). The staff is the best part of the stay - they genuinely want your stay to be top notch- shout out to Ether, Astrid, Tamisha and...

russell

A resort pool area with multiple seating areas and a central water feature.

Sugar Cane Club Hotel And Spa

Speightstown

10/10 Excellent

Leonard Blake

A balcony with a clear view of the ocean, a table with a drink and breakfast, and a bed with pillows.

Fairmont Royal Pavilion

Holetown

10/10 Excellent

A beachfront balcony with a view of a sandy beach and turquoise waters.

The Sandpiper

Holetown

10/10 Excellent

Anonymous traveler

An aerial view of a coastal town with a beach, hotels, and residential buildings.

Courtyard by Marriott Bridgetown, Barbados

Hastings

10/10 Excellent

The general experience was quite good, the hotel menu selection was ok. and service quite good. The public transportation was quite easy and accessible. . However,there was a misunderstanding on the package booked. Although my party consists of (4) four person, however, the breakfast was only available to (1) one person. This was not made clear when the booking was made. we discovered this the day we checked in.. This was very dissappointing ..

Mahindra

A room with white wicker furniture, a view of the ocean, and a potted plant.

Cobblers Cove - Barbados

Speightstown

10/10 Excellent

This is one of the best hotel experiences I’ve ever had. I honestly can’t think of one thing they could improve upon. The grounds are stunning and the decor is spot on. The food was fantastic and the service impeccable. And the hotel offers all sorts of complementary amenities such as tea time, boating and snorkeling. As well there are plenty of restaurants and shops within walking distance. Staying here is a must!

Julie

A beachfront hotel with clear turquoise waters, palm trees, and a boat in the distance.

Saint Peter's Bay

Speightstown

10/10 Excellent

A well-maintained property with clean rooms, great pool and a very nice beach, with helpful staff that are happy to set up sun beds with towels and shade. There is drink service at the beach although a bit slow. However, there is cold drinking water available via self-serve all the time. One important tip - the beach is divided into three by barrier rocks. Of the three sections, the one furthest away from the towel cabana has best ocean floor - with almost no rocks. The other two sections do...

Iftach

A poolside view with lounge chairs and umbrellas, palm trees, and a sunset over the ocean.

Hilton Barbados Resort

Garrison Historic Area

10/10 Excellent

Kimberly

An aerial view of a beach with rows of yellow umbrellas and lounge chairs, palm trees, and a sandy shoreline with gentle waves.

The Rockley by Ocean Hotels

Rockley

10/10 Excellent

This was my first trip to Barbados. I selected this hotel specifically for the design, decor and aesthetics.... and yes the hotel is as beautiful and vybesy as pictured. Like you walk up the stairs or pull your suitcase up the ramp and you enter this vibrant place of paradise. Friendly staff greeted me daily and at the time of check in I was greeted with a cold towel ( Barbados is hot af) and a welcome drink. Shonta, Olivia, Zachary, John and Lydia were a few of the memorable staff on my stay...

Renee

A glass table with chairs in a covered outdoor area with white curtains and blue umbrellas, overlooking a beach.

South Gap Hotel

St. Lawrence Gap

10/10 Excellent

I recently traveled to Barbados early June for my birthday. The hotel staff was very warm and friendly; they checked in on my friends and I daily and gave us great advice of places to visit, places to eat and booked a catamaran excursion for us that picked us up and dropped us off. Rosie at reception is amazing!! She was funny and sweet and even gave a a bottle of wine on my Birthday! The hotel is 5 minute walk from Dover beach and across the street from some great restaurants and clubs so if...

Azzie

A balcony with lounge chairs and a pool view.

O2 Beach Club & Spa by Ocean Hotels

St. Lawrence Gap

10/10 Excellent

This was by far the best vacation I have ever been on (which has been quiet a few). The resort was 15 minutes from the airport, it was stunning with amazing views of the ocean, beach was clean, the staff was extremely accommodating and everyone seemed happy to be there and to help you. The food was amazing, which is not always the case at an all inclusive. I cannot wait to go back and highly recommend this resort. We did the junior suite oceanfront in the luxury side of the building, which is...

Taylor

A gazebo with a tiled roof surrounded by lush greenery and a clear view of the ocean.

The House, An Autograph Collection All-Inclusive Resort - Adults Only

Paynes Bay

10/10 Excellent

Anthony

An outdoor bar area with a pool, bar stools, and a green wall with plants.

Hidden Gem Barbados

Inch Marlowe

10/10 Excellent

melissa

Find out more about Greenwich

Everything you need to know about Greenwich vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Greenwich vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Greenwich vacation 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 low season months. For more hustle and bustle, you may prefer to visit Greenwich in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $66 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Greenwich rentals

At Expedia, we put the best Greenwich vacation 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 vacation.

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

Are there vacation rentals in Greenwich?

Yes, there are vacation rentals close to the most popular attractions in Greenwich, or you can go with a more remote option if you'd like a relaxing place to stay.

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

The Gem - by Zenbreak: You might want to consider this vacation home rental near Greenwich, which comes with free WiFi so you can feel at home during your trip.

What’s there to see and do in Greenwich?

Explore the area and family-friendly sights such as Oistin's Friday Night Fish Fry, or get out into nature at a spot like Holetown Beach. In the larger area, you’ll find Royal Westmoreland Golf Course and Sandy Lane Beach.

What’s a vacation rental in Greenwich like?

Vacation rentals are private properties you can stay in for several days or longer in Greenwich. Vacation rentals feature extras such as patios, hot tubs, and fire pits so you'll have everything you want. If you're concerned about a sanitized environment, a vacation rental can provide a sense of security away from shared hotel elevators and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive option for a family trip or a small group gathering.