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Elizabeth Islands Holiday Rentals

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Our top choices for Elizabeth Islands holiday rentals

1. The Club at New Seabury

The Club at New Seabury
3.5 star property
New Seabury
9.0 out of 10, Wonderful, (367 reviews)
"Overall, very good. Pool and beach area were not the most convenient to access. Short drive required."
United States
Grayson
The price is NZ$418
includes taxes & fees
8 Sept - 9 Sept
The Club at New Seabury

2. Brand new! Lovely apartment-Vineyard Haven

Brand new! Lovely apartment-Vineyard Haven
Tisbury
9.8 out of 10, Exceptional, (30 reviews)
"Lovely and all brand new accommodation's that are clean and comfy! A quiet location too! "
United States
Nancy K.
The price is NZ$765
includes taxes & fees
7 Sept - 8 Sept
Brand new! Lovely apartment-Vineyard Haven

3. The Charming Gem Near The Water!

The Charming Gem Near The Water!
New Bedford
9.6 out of 10, Exceptional, (46 reviews)
"A lovely apartment, nicely appointed, and conveniently located. One of my nicest stays to date"
United States
Thomas
The price is NZ$375
includes taxes & fees
7 Sept - 8 Sept
The Charming Gem Near The Water!

4. New Seabury Cape Condo + Pool & Beach Escape

New Seabury Cape Condo + Pool & Beach Escape
New Seabury
10.0 out of 10, Exceptional, (89 reviews)
"Great condo, great location. Fully equipped kitchen and awesome patio. "
United States
Jeff V.
The price is NZ$557
includes taxes & fees
7 Sept - 8 Sept
New Seabury Cape Condo + Pool & Beach Escape

5. Lovely two bedroom apartment with indoor fireplace

Lovely two bedroom apartment with indoor fireplace
Oak Bluffs
10.0 out of 10, Exceptional, (8 reviews)
"Great stay, flexible and responsive host. Difficult location, however, as it was not centrally located or easy to access transportation, etc."
United States
Aviva M.
The price is NZ$1,248
includes taxes & fees
7 Sept - 8 Sept
Lovely two bedroom apartment with indoor fireplace

6. Spacious 3-bedroom apartment in enjoyable New Bedford with AC, WiFi

Spacious 3-bedroom apartment in enjoyable New Bedford with AC, WiFi
New Bedford
9.8 out of 10, Exceptional, (11 reviews)
"The apartment was very roomy. We had a small issue with the stove and the owners responded immediately! The price was great. Ill be back to new bedford and will stay here again"
United States
cricket d.
Spacious 3-bedroom apartment in enjoyable New Bedford with AC, WiFi

7. Cozy Autumn Escape Near Fall Foliage in Dartmouth, MA

Cozy Autumn Escape Near Fall Foliage in Dartmouth, MA
Dartmouth
10.0 out of 10, Exceptional, (1 review)
"Great location. Near ButtonWood Park. Quiet neighborhood. Enjoyed my stay."
United States
richard m.
The price is NZ$539
includes taxes & fees
25 Sept - 26 Sept
Cozy Autumn Escape Near Fall Foliage in Dartmouth, MA

8. Charming studio in tranquil Falmouth with AC

Charming studio in tranquil Falmouth with AC
Falmouth
10.0 out of 10, Exceptional, (2 reviews)
"Very clean and comfy place, a short drive to Falmouth center! Communication was very easy and check-in simple."
United States
Harry H.
The price is NZ$377
includes taxes & fees
15 Sept - 16 Sept
Charming studio in tranquil Falmouth with AC

9. Ocean view, FREE BEACH PASS. Short drive to multiple beaches and water park!

Ocean view, FREE BEACH PASS. Short drive to multiple beaches and water park!
Fairhaven
9.6 out of 10, Exceptional, (40 reviews)
"The most perfect spot! Our host and the neighbors were so nice and gave us great tips! Would definitely stay again"
United States
Jainessa
The price is NZ$843
includes taxes & fees
30 Sept - 1 Oct
Ocean view, FREE BEACH PASS. Short drive to multiple beaches and water park!

10. Make Lasting Memories In This Adorable Vineyard Cottage!

Make Lasting Memories In This Adorable Vineyard Cottage!
Oak Bluffs
9.8 out of 10, Exceptional, (155 reviews)
"Cute, compact, and had everything we needed for ourstay. I'd definitely stay there again."
United States
Karen C.
Make Lasting Memories In This Adorable Vineyard Cottage!

11. 3 Bedroom Cottage just steps to Private Beach! Pet Friendly!

3 Bedroom Cottage just steps to Private Beach! Pet Friendly!
Mattapoisett
9.6 out of 10, Exceptional, (53 reviews)
"We had a great stay! The community the home is located in was so quiet. The place was so clean, you would not know it was pet friendly! Our hosts had everything we needed and then some, from extra dog supplies to books to keep our toddler occupied. And our hosts kept the check in, stay and check out instructions simple. We would definitely book this place again!"
United States
Shawn A.
The price is NZ$791
includes taxes & fees
7 Sept - 8 Sept
3 Bedroom Cottage just steps to Private Beach! Pet Friendly!

12. Walk to Swift's Beach! Classic Cottage w/ Deck

Walk to Swift's Beach! Classic Cottage w/ Deck
3.0 star property
Wareham
10.0 out of 10, Exceptional, (1 review)
"3 of us had a great time in Wareham. The cottage was exactly as advertised and close to many beaches"
United States
Tracy
The price is NZ$875
includes taxes & fees
15 Sept - 16 Sept
Walk to Swift's Beach! Classic Cottage w/ Deck

13. Cozy efficiency apartment/heated pool

Cozy efficiency apartment/heated pool
Chilmark
9.6 out of 10, Exceptional, (26 reviews)
"This is a great property for an individual or a couple looking to explore the island!"
United States
Jillian G.
The price is NZ$854
includes taxes & fees
9 Sept - 10 Sept
Cozy efficiency apartment/heated pool

14. Cozy studio with water views. AC,WiFi, full kitchen, private entrance and patio.

Cozy studio with water views. AC,WiFi, full kitchen, private entrance and patio.
Tisbury
10.0 out of 10, Exceptional, (8 reviews)
"Beautiful view of the lagoon; ideal place for a couple or single. Leisurely walk to town and close to public transportation."
United States
Adrienne W.
The price is NZ$893
includes taxes & fees
20 Sept - 21 Sept
Cozy studio with water views. AC,WiFi, full kitchen, private entrance and patio.

15. Cozy Cottage walk to Menauhant Beach

Cozy Cottage walk to Menauhant Beach
East Falmouth
8.8 out of 10, Excellent, (8 reviews)
"It was a great weekend spot. Had everything we needed, nicely decorated, and in a great and private location"
United States
Grace P.
The price is NZ$1,266
includes taxes & fees
8 Sept - 9 Sept
Cozy Cottage walk to Menauhant Beach

16. Beach & Waterpark Cottage near Cape Cod! Pet-Free Smoke-Free for Allergy Safety

Beach & Waterpark Cottage near Cape Cod! Pet-Free Smoke-Free for Allergy Safety
Wareham
9.8 out of 10, Exceptional, (16 reviews)
"Enjoyed the stay, would definitely come back!"
United States
Daniel W.
The price is NZ$737
includes taxes & fees
9 Sept - 10 Sept
Beach & Waterpark Cottage near Cape Cod! Pet-Free Smoke-Free for Allergy Safety

17. Walk to Beach & Lighthouse: Oak Bluffs Studio!

Walk to Beach & Lighthouse: Oak Bluffs Studio!
Oak Bluffs
8.4 out of 10, Very good, (9 reviews)
"Very good experience Very clean owner very helpful My second time here"
United States
Diana
The price is NZ$1,020
includes taxes & fees
13 Sept - 14 Sept
Walk to Beach & Lighthouse: Oak Bluffs Studio!

18. Lovely 4- Bedroom apartment for rent

Lovely 4- Bedroom apartment for rent
New Bedford
6.8 out of 10, (3 reviews)
"Stay was great! "
United States
Zoe D.
The price is NZ$585
includes taxes & fees
13 Sept - 14 Sept
Lovely 4- Bedroom apartment for rent

19. Charming cottage overlooking the bay in Padanaram Village.

Charming cottage overlooking the bay in Padanaram Village.
Dartmouth
10.0 out of 10, Exceptional, (16 reviews)
"This property was beautiful, peaceful, and so relaxing! The communication and check-in were effortless, the house was spotless, and the views were fabulous! We definitely want to return!"
United States
Judith M.
The price is NZ$881
includes taxes & fees
10 Sept - 11 Sept
Charming cottage overlooking the bay in Padanaram Village.

20. Beach, marina, restaurants! 1 bedroom, living room, bath with private entrance!

Beach, marina, restaurants! 1 bedroom, living room, bath with private entrance!
Wareham
9.8 out of 10, Exceptional, (12 reviews)
"Beautiful space, wonderful location, amazing host. If I could give 100 stars I would! "
United States
Jaimie
The price is NZ$461
includes taxes & fees
8 Sept - 9 Sept
Beach, marina, restaurants! 1 bedroom, living room, bath with private entrance!
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 Elizabeth Islands Hotel Reviews

Find out more about Elizabeth Islands

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Elizabeth Islands holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Elizabeth Islands. 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 Elizabeth Islands. Seeing all the best attractions is bound to make you fall in love with Elizabeth Islands. Who knows, you may even be tempted to extend your 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 holiday 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 Elizabeth Islands short-term rentals, that won’t be hard to do.