Greenwich Vacation Rentals

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Our top choices for Greenwich vacation rentals

Private 1 Bed Apt - Historic Olde Towne Portsmouth

Private 1 Bed Apt - Historic Olde Towne Portsmouth
Portsmouth
10.0 out of 10, Exceptional, (2 reviews)
"Great place. Nice area. Parking was confusing at first but host was very responsive "
United States
Ed and Laura S.
The price is CA $111
CA $255 total
includes taxes & fees
May 21 - May 22
Private 1 Bed Apt - Historic Olde Towne Portsmouth

Rustic Ocean View Beach House - BEST Location in Ocean View! 2 bed/1 bath House

Rustic Ocean View Beach House - BEST Location in Ocean View! 2 bed/1 bath House
Willoughby Spit
8.8 out of 10, Excellent, (74 reviews)
"We love this little quiet beach house "
United States
Annie N.
The price is CA $356
CA $598 total
includes taxes & fees
Jun 10 - Jun 11
Rustic Ocean View Beach House - BEST Location in Ocean View! 2 bed/1 bath House

Cozy Historic Beach House only Steps Away from Beach and Fishing Pier!

Cozy Historic Beach House only Steps Away from Beach and Fishing Pier!
Willoughby Spit
8.8 out of 10, Excellent, (76 reviews)
"Clean well equipped for a nice getaway "
United States
Sheila H.
The price is CA $184
CA $369 total
includes taxes & fees
May 21 - May 22
Cozy Historic Beach House only Steps Away from Beach and Fishing Pier!

Ice Ice Baby Downtown Newport News

Ice Ice Baby Downtown Newport News
2.0 star property
Downtown Newport News
7.4 out of 10, Good, (3 reviews)
"Loved the place.. clean and quiet!! Perfect for a weekend getaway "
United States
Nicole
The price is CA $206
CA $430 total
includes taxes & fees
May 25 - May 26
Ice Ice Baby Downtown Newport News

Charming 2 bedroom, 2 bath townhome located in Portsmouth, Simple and elegant!!

Charming 2 bedroom, 2 bath townhome located in Portsmouth, Simple and elegant!!
Portsmouth
9.2 out of 10, Wonderful, (27 reviews)
"Pretty clean, convenient location to my daily travel, host was wonderful and very helpful when I needed help with something in the house. I would definitely stay here again."
United States
Niya w.
The price is CA $142
CA $406 total
includes taxes & fees
May 26 - May 27
Charming 2 bedroom, 2 bath townhome located in Portsmouth, Simple and elegant!!

Cozy Frog on the Beach! 2-bedroom Efficiency w/ Beach Access, WiFi, Smart TV

Cozy Frog on the Beach! 2-bedroom Efficiency w/ Beach Access, WiFi, Smart TV
Cottage Line
8.6 out of 10, Excellent, (16 reviews)
"The Cozy Frog was just right for our visit, it was clean and comfortable. And a very short walk to the beach! Would definitely stay here again."
United States
Sara L.
The price is CA $136
CA $271 total
includes taxes & fees
May 21 - May 22
Cozy Frog on the Beach! 2-bedroom Efficiency w/ Beach Access, WiFi, Smart TV

Sojourn's Harborage unit 6

Sojourn's Harborage unit 6
East Ocean View
9.2 out of 10, Wonderful, (5 reviews)
"Very comfortable - beds were soft, sheets were great and water pressure was nice. There was a problem with city drains so the parking lot was flooded a couple nights, which caused a lot of dirt to be tracked into the unit, but this wasn't a problem with the rental. Location was close to everything we needed."
United States
Ronald K.
The price is CA $156
CA $541 total
includes taxes & fees
May 26 - May 27
Sojourn's Harborage unit 6

#Buckroe Bungalow ~Escape to the Beach 2mins Away!

#Buckroe Bungalow ~Escape to the Beach 2mins Away!
Hampton
8.8 out of 10, Excellent, (21 reviews)
"Enjoyed our staycation .Will be back."
United States
Josie B.
The price is CA $179
CA $523 total
includes taxes & fees
May 21 - May 22
#Buckroe Bungalow ~Escape to the Beach 2mins Away!

Historic Olde Towne 2 Bedroom 1 Bath 1100sq ft Vacation Rental

Historic Olde Towne 2 Bedroom 1 Bath 1100sq ft Vacation Rental
Portsmouth
9.0 out of 10, Wonderful, (45 reviews)
"Beautiful place, beautiful location "
United States
rocco m.
The price is CA $165
CA $376 total
includes taxes & fees
May 26 - May 27
Historic Olde Towne 2 Bedroom 1 Bath 1100sq ft Vacation Rental

Sojourn Aviators Dream on Back River

Sojourn Aviators Dream on Back River
Fox Hill
9.6 out of 10, Exceptional, (29 reviews)
"We loved our stay here! The property is gorgeous, the rooms are bright and spacious, and the kitchen had everything we needed for a week long stay. The kids really loved being able to spend time in the back yard looking at the water and watching the jets fly overhead. Would definitely recommend and will rebook whenever we’re back in town! "
United States
Clare G.
The price is CA $211
CA $671 total
includes taxes & fees
May 26 - May 27
Sojourn Aviators Dream on Back River

New Oceanfront Penhouse 2 Decks! Sunrise / Sunsets

New Oceanfront Penhouse 2 Decks! Sunrise / Sunsets
Sandbridge
10.0 out of 10, Exceptional, (2 reviews)
"Property was perfect for families (lots of space), right on the beach, and had an elevator. I had a family member with limited mobility, and the condo was perfect."
United States
Karen G.
The price is CA $371
CA $1,164 total
includes taxes & fees
May 21 - May 22
New Oceanfront Penhouse 2 Decks! Sunrise / Sunsets

Sojourn | Coastal Cottage | 3 BR

Sojourn | Coastal Cottage | 3 BR
Willoughby Spit
9.4 out of 10, Exceptional, (34 reviews)
"The house was clean and had everything you need. The neighborhood was quiet. Beach access was just a short walk away and not crowded. "
United States
Daniel P.
The price is CA $263
CA $689 total
includes taxes & fees
May 21 - May 22
Sojourn | Coastal Cottage | 3 BR

Large 2 bedroom | Queen beds | Safe Area

Large 2 bedroom | Queen beds | Safe Area
Wythe
7.8 out of 10, Good, (10 reviews)
"Clean, convenient and comfortable, would stay again."
United States
Riley
The price is CA $175
CA $411 total
includes taxes & fees
May 21 - May 22
Large 2 bedroom | Queen beds | Safe Area

The Speakeasy Downtown Newport News

The Speakeasy Downtown Newport News
2.0 star property
Downtown Newport News
The price is CA $184
CA $404 total
includes taxes & fees
May 21 - May 22
The Speakeasy Downtown Newport News

Charming 1-Bedroom 1-Bath Unit with Beautiful Riverfront Sunsets in Portsmouth

Charming 1-Bedroom 1-Bath Unit with Beautiful Riverfront Sunsets in Portsmouth
Portsmouth
9.6 out of 10, Exceptional, (4 reviews)
"Property is well maintained. Great AC. Perfect for a couple to get away for a week. Central location was perfect for everything we planned to do for the week. "
United States
Paige M.
The price is CA $122
CA $379 total
includes taxes & fees
Jun 16 - Jun 17
Charming 1-Bedroom 1-Bath Unit with Beautiful Riverfront Sunsets in Portsmouth

Luxurious RV

Luxurious RV
Sandbridge
8.4 out of 10, Very good, (17 reviews)
"Excellent accommodation close to beach I would stay here again !!! "
United States
Scott E.
The price is CA $275
CA $550 total
includes taxes & fees
May 21 - May 22
Luxurious RV

Roomy Beachfront Apartment! Game room, big deck, 2 bed/2 bath!

Roomy Beachfront Apartment! Game room, big deck, 2 bed/2 bath!
Cottage Line
9.2 out of 10, Wonderful, (29 reviews)
"Super clean and absolutely amazing location. Would definitely go back with friends."
United States
Joseph A.
The price is CA $232
CA $440 total
includes taxes & fees
May 21 - May 22
Roomy Beachfront Apartment! Game room, big deck, 2 bed/2 bath!

Beachfront Bungalow w/ BEST Location in Ocean View!

Beachfront Bungalow w/ BEST Location in Ocean View!
Willoughby Spit
9.2 out of 10, Wonderful, (13 reviews)
"Great view and close to "
United States
Julian M.
The price is CA $246
CA $455 total
includes taxes & fees
May 21 - May 22
Beachfront Bungalow w/ BEST Location in Ocean View!

Fabulous 5 Bedroom 3 Bathroom Holiday House Near Beaches. WE SANITIZE!

Fabulous 5 Bedroom 3 Bathroom Holiday House Near Beaches. WE SANITIZE!
Coliseum Central
9.6 out of 10, Exceptional, (42 reviews)
"Another amazing stay at Jackie's place!"
United States
Sherri J.
The price is CA $489
CA $906 total
includes taxes & fees
May 28 - May 29
Fabulous 5 Bedroom 3 Bathroom Holiday House Near Beaches. WE SANITIZE!

Comfortable Beach Trailer Home

Comfortable Beach Trailer Home
Sandbridge
9.2 out of 10, Wonderful, (80 reviews)
"The stay was great. We loved walking around the neighborhood at sunset to see the view over the water. We would definitely stay here again. "
United States
Maddi S.
The price is CA $275
CA $552 total
includes taxes & fees
May 31 - Jun 1
Comfortable Beach Trailer Home
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

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 vacation rentals in Greenwich?

Yes, there are vacation rentals close to well known attractions in Greenwich, or you can choose a more secluded option if you'd like a relaxing place to stay. Visitors to Greenwich speak positively about the popular beaches and top-notch restaurants in this destination. Leave some time to check out the shops and live music during your trip.

What are some of the best vacation rentals in Greenwich?

Beachfront Bungalow w/ BEST Location in Ocean View!: This vacation home rental near Greenwich comes with air-conditioning so you can feel at home during your trip.

What’s there to see and do in Greenwich?

Enjoy the area's cultural attractions such as Crispus Attucks Theatre & Cultural Center, or get outdoors into nature at a spot like Sandbridge Beach. In the larger area, you’ll find Naval Station Norfolk and Gallery of Military Circle.

What’s a vacation rental in Greenwich like?

Vacation rentals are private properties you can book for several days or longer in Greenwich. Vacation rentals provide amenities such as hot tubs, fire pits, and patios so you'll have all the comforts of home. If you're concerned about a clean environment, vacation rentals can offer a sense of safety away from public hotel elevators and busy concierge desks while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great choice for a small group gathering.