Greenwich Vacation Rentals from CA $106: Short-Term Rentals for 2026

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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Our top choices for Greenwich vacation rentals

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

1. The Palms Resort

Holetown

Emma Elenore

CA $141 total

includes taxes & fees

Sep 1 - Sep 2

A palm tree with pink flowers, a clear blue sky, and a calm sea with a boat in the distance.

2. Breezy Vistas, Terrace – Saint James One‑Bedroom, Sea Breeze, WiFi & Parking

Westmoreland St James Barbados

Peter

CA $213 total

includes taxes & fees

Sep 26 - Sep 27

A two-story house with a green exterior, a white gate, and a palm tree in the yard.

3. Malfranza Apartments

Bridgetown

Marc Downing

CA $130 total

includes taxes & fees

Aug 31 - Sep 1

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

4. Ocean Spray Apartments

Inch Marlowe

Gina

CA $110 total

includes taxes & fees

Sep 2 - Sep 3

A courtyard with a palm tree, a green ladder, and a blue door.

5. BEYOND IMAGINATION

St. Thomas

Neta

CA $118 total

includes taxes & fees

Aug 31 - Sep 1

A clear blue pool surrounded by lounge chairs and palm trees, with a tiled edge and a metal ladder.

6. All Seasons Resort - Europa

Holetown

Tessa

CA $234 total

includes taxes & fees

Sep 8 - Sep 9

A food truck with a signboard, a small building with a balcony, and a staircase leading to a second floor.

7. Classic One-Bedroom Apartment W King bed

St. Lawrence Gap

CA $163 total

includes taxes & fees

Aug 31 - Sep 1

A sandy beach with calm waters, trees, and a clear sky.

8. A Haven Away ~From~ Home

St. James

Karen

CA $209 total

includes taxes & fees

Aug 31 - Sep 1

9. Condo in Bridgetown

Bridgetown

CA $199 total

includes taxes & fees

Aug 31 - Sep 1

A bedroom with a bed, two pillows, a green bedspread, a wooden wardrobe, and a framed picture on the wall.

10. Blue Topaz

Bridgetown

Kristian H.

CA $250 total

includes taxes & fees

Aug 31 - Sep 1

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

11. The Terraces at Mangrove

Mangrove

Alison

CA $135 total

includes taxes & fees

Aug 31 - Sep 1

A hotel room with two beds, a kitchenette, and a painting of tropical foliage.

12. Adulo Apartments

Rockley

Marsha

CA $162 total

includes taxes & fees

Sep 30 - Oct 1

A two-story building with a white and orange facade, a gated entrance, and a staircase leading to the upper floor.

13. Manderley Villas

Mangrove

STEPHIAN

CA $133 total

includes taxes & fees

Sep 30 - Oct 1

A living room with green curtains, a TV, a glass coffee table, and white furniture.

14. Cozy 1-bedroom apartment in delightful St. George with WiFi

Bridgetown

Wedad

CA $188 total

includes taxes & fees

Sep 7 - Sep 8

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

15. Melrose Beach Apartments

Worthing

Danielle

CA $114 total

includes taxes & fees

Sep 29 - Sep 30

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

16. Worthing Court Apartment Hotel

Worthing

Rositsa

CA $165 total

includes taxes & fees

Sep 4 - Sep 5

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

17. Jem Gems

Durants

CA $100 total

includes taxes & fees

Sep 25 - Sep 26

A compact kitchen with white cabinets, a microwave, a toaster, and a sink. There is a dining table with four chairs and a small decorative bowl on the table.

18. Cozy 1 Bedroom Townhome in Welches

Welches

CA $236 total

includes taxes & fees

Aug 31 - Sep 1

19. Condo in Bridgetown

Bridgetown

CA $199 total

includes taxes & fees

Aug 31 - Sep 1

20. Cozy 1 Bedroom Haven

St.george,

"This beautifully appointed & newly remodeled spot was just what we needed to transition in to our vacation. We sat on the balcony in the morning sipping coffee, overlooking the scenic valley and ocean, and relaxing. This spot was close enough to the restaurants, tourist spots, music and airport to be a short drive but far enough not to hear anything but birds. Our hosts were very friendly and enjoyable. We will definitely be back!."

Jan D.

CA $250 total

includes taxes & fees

Aug 31 - Sep 1

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Top Greenwich Hotel Reviews

Sugar Bay Barbados - All Inclusive

10/10 Excellent

"Highly recommend! Amazing and friendly staff. Facilities were clean and well maintained. Food and drinks were great! Location was close to town. I would recommend using taxi service for travel, George the taxi driver was amazing and friendly. If he’s available, I would highly recommend using him. He would hang out around the hotel and they had him on call. Rooms were clean and spacious. The beach was picturesque. The staff works very hard to make sure you feel welcome and you enjoy your time with them."

Wyndham Grand Barbados Sam Lords Castle Resort

10/10 Excellent

"Such a great experience! It is a little far from town, but the gorgeous sunrise made it completely worth it. The entire bar staff was absolutely incredible so friendly, welcoming, and attentive. They truly made the experience even better. I would definitely recommend!"

Dover Beach Hotel

8/10 Good

"I recently visited with my family. The hotel is conveniently located within walking distance to St.Lawrence Gap where you can find many restaurants, bars and nightlife. You can walk to the beach from the hotel, but I would not suggest swimming there. The island has many other beaches that are swimmable. There is also a market nearby. You can access public transportation by taking a short walk to take the public transportation or use the island App PickUp for a ride share. The room was clean and organized. There is a restaurant and bar onsite. We enjoyed happy hour and spent lots of time at the pool. Our room was accessed by an outside hallway which attracted lots of bugs at night, however others in my group had rooms where they did not experience the bugs. The staff was extremely warm and welcoming. I had an issue with the room service, however the manager Tara was very helpful. She listened, empathized with my concerns and was extremely accommodating for the remainder of our stay. I’d recommend this hotel for a budget friendly option when visiting the island."

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, cottages, 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 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 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Greenwich vacation rentals we have selected for you start as low as CA $106 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 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 Country Club Golf Course.

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.

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Check prices for these dates

Our top choices for Greenwich vacation rentals

1. The Palms Resort

2. Breezy Vistas, Terrace – Saint James One‑Bedroom, Sea Breeze, WiFi & Parking

3. Malfranza Apartments

4. Ocean Spray Apartments

5. BEYOND IMAGINATION

6. All Seasons Resort - Europa

7. Classic One-Bedroom Apartment W King bed

8. A Haven Away ~From~ Home

9. Condo in Bridgetown

10. Blue Topaz

11. The Terraces at Mangrove

12. Adulo Apartments

13. Manderley Villas

14. Cozy 1-bedroom apartment in delightful St. George with WiFi

15. Melrose Beach Apartments

16. Worthing Court Apartment Hotel

17. Jem Gems

18. Cozy 1 Bedroom Townhome in Welches

19. Condo in Bridgetown

20. Cozy 1 Bedroom Haven

Find vacation rentals that suit your style

Top Greenwich Hotel Reviews

Sugar Bay Barbados - All Inclusive

Hilton Grand Vacations Club The Crane Barbados

Sea Breeze Beach House by Ocean Hotels - All Inclusive

South Gap Hotel

Hotel Indigo Bridgetown Barbados by IHG

Wyndham Grand Barbados Sam Lords Castle Resort

Hotel Le Roy

Dover Beach Hotel

Divi Southwinds Beach Resort

Find out more about Greenwich

Frequently asked questions

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