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Greenwich Vacation Rentals

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Our top choices for Greenwich vacation rentals

1. Angie's Guest Cottage

Angie's Guest Cottage
2.0 star property
Northeast Virginia Beach
8.4 out of 10, Very good, (249 reviews)
"Not a top of the line hotel, but it was clean, good location, and it served our needs. We would definitely stay here again."
United States
Cheryl
The price is CA $113
CA $146 total
includes taxes & fees
Oct 19 - Oct 20
Angie's Guest Cottage

2. Sojourn's Harborage | Pet-Friendly

Sojourn's Harborage | Pet-Friendly
East Ocean View
10.0 out of 10, Exceptional, (1 review)
"Beautiful stay. Pet friendly. Spacious. "
United States
Antonio R.
The price is CA $97
CA $395 total
includes taxes & fees
Nov 3 - Nov 4
Sojourn's Harborage | Pet-Friendly

3. Sojourn's Harborage S

Sojourn's Harborage S
East Ocean View
9.4 out of 10, Exceptional, (3 reviews)
"Clean and pet friendly one bedroom apartment with everything we needed for an amazing weekend away. Highly recommend."
United States
William
The price is CA $83
CA $376 total
includes taxes & fees
Oct 29 - Oct 30
Sojourn's Harborage S

4. Sojourn 1 BR Beach Home with Private Beach Access

Sojourn 1 BR Beach Home with Private Beach Access
Cottage Park
8.2 out of 10, Very good, (21 reviews)
"Property was very inviting for my stay. Enjoyed the direct access to the beach as well!"
United States
Rashaad R.
The price is CA $102
CA $399 total
includes taxes & fees
Oct 20 - Oct 21
Sojourn 1 BR Beach Home with Private Beach Access

5. Private 1 Bed Apt - Historic Olde Towne Portsmouth

Private 1 Bed Apt - Historic Olde Towne Portsmouth
Portsmouth
9.6 out of 10, Exceptional, (16 reviews)
"What an awesome place! A perfect location. Close to tons of activities. We would definitely stay again. "
United States
bethany h.
The price is CA $115
CA $269 total
includes taxes & fees
Oct 21 - Oct 22
Private 1 Bed Apt - Historic Olde Towne Portsmouth

6. stayAPT Suites Suffolk-Chesapeake

stayAPT Suites Suffolk-Chesapeake
3.5 star property
Suffolk
9.6 out of 10, Exceptional, (110 reviews)
"Theophilus was great at check in. Amazing customer service, quick check-in. The place was clean, the rooms were very clean. The overall atmosphere was great. I will definitely stay here again."
United States
Tarina
The price is CA $169
CA $194 total
includes taxes & fees
Oct 19 - Oct 20
stayAPT Suites Suffolk-Chesapeake

7. The Ocean Key Virginia Beach Resort

The Ocean Key Virginia Beach Resort
3.0 star property
Northeast Virginia Beach
7.6 out of 10, Good, (1,682 reviews)
"The room was nice and spacious. The hot tub wasn't working. Overall a great place to stay."
United States
Sharon
The price is CA $130
CA $153 total
includes taxes & fees
Oct 21 - Oct 22
The Ocean Key Virginia Beach Resort

8. Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia
4.0 star property
Northeast Virginia Beach
8.2 out of 10, Very good, (1,441 reviews)
"Great stay"
United States
Nancy
The price is CA $180
CA $292 total
includes taxes & fees
Nov 10 - Nov 11
Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

9. stayAPT Suites Hampton

stayAPT Suites Hampton
2.5 star property
Coliseum Central
9.4 out of 10, Exceptional, (28 reviews)
"Great stay! Comfortable & close to a lot of stores & restaurants"
United States
Vanessa
The price is CA $169
CA $197 total
includes taxes & fees
Oct 19 - Oct 20
stayAPT Suites Hampton

10. Sojourn's Harborage Pet-Friendly # 3

Sojourn's Harborage Pet-Friendly # 3
East Ocean View
8.4 out of 10, Very good, (5 reviews)
"We enjoyed it. Just a few minutes walk to the beach, just enough space for two pets. Really appreciated that it was dog friendly and allowed 3 dogs (most places allow up to two). Nicely decorated and clean."
United States
Jabari L.
The price is CA $90
CA $383 total
includes taxes & fees
Nov 1 - Nov 2
Sojourn's Harborage Pet-Friendly # 3

11. 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
9.8 out of 10, Exceptional, (9 reviews)
"This was the perfect experience for our vacation and we highly recommend this property and the host was so easy to get in contact with!"
United States
Coachmeech Gaming O.
The price is CA $114
CA $379 total
includes taxes & fees
Oct 22 - Oct 23
Charming 1-Bedroom 1-Bath Unit with Beautiful Riverfront Sunsets in Portsmouth

12. Sojourn's Harborage Seal Suite

Sojourn's Harborage Seal Suite
East Ocean View
8.6 out of 10, Excellent, (4 reviews)
"We utilized this apartment for a weekend stay and could not promote this property enough. It is in a nice area and right by the beach. The apartment had just what we needed and was very clean and cute. Definitely would recommend!"
United States
Rhylanne B.
The price is CA $106
CA $489 total
includes taxes & fees
Nov 3 - Nov 4
Sojourn's Harborage Seal Suite

13. Sojourn's Harborage Pet-Friendly

Sojourn's Harborage Pet-Friendly
East Ocean View
8.6 out of 10, Excellent, (9 reviews)
"Everything was cleaned and very nice."
United States
Tilshon
The price is CA $101
CA $397 total
includes taxes & fees
Oct 28 - Oct 29
Sojourn's Harborage Pet-Friendly

14. Sojourn's Chic Bungalow < 10 Min. Stroll to Beach

Sojourn's Chic Bungalow < 10 Min. Stroll to Beach
East Ocean View
9.2 out of 10, Wonderful, (19 reviews)
"The property is close to a nice park with a decent farmer’s market on Saturdays and only a block more takes you to the beach. There are several decent restaurants near by and a couple of microbreweries as well."
United States
Becky S.
The price is CA $107
CA $489 total
includes taxes & fees
Oct 28 - Oct 29
Sojourn's Chic Bungalow < 10 Min. Stroll to Beach

15. Sojourn's Harborage 9549 unit 1

Sojourn's Harborage 9549 unit 1
East Ocean View
9.4 out of 10, Exceptional, (11 reviews)
"Our stay was amazing! We felt safe in the area and the property was clean and felt very comfortable. There was a lot to do around the area and we are looking forward to staying here when we visit in the future. "
United States
Adriana
The price is CA $112
CA $492 total
includes taxes & fees
Oct 19 - Oct 20
Sojourn's Harborage 9549 unit 1

16. Sojourn 2 BR Luxury Beach Side Suite Surf Suite

Sojourn 2 BR Luxury Beach Side Suite Surf Suite
Cottage Park
8.8 out of 10, Excellent, (3 reviews)
"Great location, comfy bed, comfy beach chairs and plenty of towels provided. Very communicative property manager - overall a wonderful stay and we’ll be back!"
United States
Liza M.
The price is CA $132
CA $524 total
includes taxes & fees
Nov 2 - Nov 3
Sojourn 2 BR Luxury Beach Side Suite Surf Suite

17. Sojourn's Harborage #3

Sojourn's Harborage #3
East Ocean View
9.4 out of 10, Exceptional, (3 reviews)
"Perfect stay for a weekend with friends. "
United States
Mandy H.
The price is CA $106
CA $489 total
includes taxes & fees
Oct 20 - Oct 21
Sojourn's Harborage #3

18. Sojourn's Harborage S

Sojourn's Harborage S
East Ocean View
9.0 out of 10, Wonderful, (7 reviews)
"We loved the neighborhood as well as the apartment!"
United States
Eileen H.
The price is CA $112
CA $498 total
includes taxes & fees
Nov 2 - Nov 3
Sojourn's Harborage S

19. Virginia Beach Resort Area Efficiency

Virginia Beach Resort Area Efficiency
Northeast Virginia Beach
9.6 out of 10, Exceptional, (50 reviews)
"It was very clean. The room was exactly as described and pictured! It was a great stay. Beach was 5 mins away!"
United States
Jeannie E.
The price is CA $127
CA $245 total
includes taxes & fees
Oct 19 - Oct 20
Virginia Beach Resort Area Efficiency

20. Sojourn's Harborage Coral Suite

Sojourn's Harborage Coral Suite
East Ocean View
9.4 out of 10, Exceptional, (3 reviews)
"Me and my family enjoyed our beach stay. There was a beach in walking distance to the house, a playground and also a store. We drove to Virginia Beach for one day which was about a 30 minute drive. We enjoyed the beach in the back of the house more. The host responds quick when asked questions. I would recommend and will be staying next summer again with my family. "
United States
Brandee S.
Sojourn's Harborage Coral Suite
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?

Sweetwater | Oceanfront | Private Outdoor Pool, Private Indoor Pool: This vacation home rental near Greenwich is located on the beach and has an indoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 10 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the arcade game room in this rental home to help you unwind.

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 Virginia Wesleyan University.

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.