A crowded beach with people swimming and sunbathing, surrounded by colorful buildings and a church steeple.

Rockport Holiday Rentals

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Our top choices for Rockport holiday rentals

1. Downtown Rockport · King Bed w/Parking · Walk to Train

Downtown Rockport · King Bed w/Parking · Walk to Train
Rockport
9.8 out of 10, Exceptional, (42 reviews)
"Perfect house for a stay in Rockport. Clean, well decorated and the perfect location for walking around the town and also exploring the east coast. "
United States
Leanna S.
The price is NZ$615
includes taxes & fees
5 Oct - 6 Oct
Downtown Rockport · King Bed w/Parking · Walk to Train

2. The Bookstore · Private Parking · King Beds · Downtown Rockport

The Bookstore · Private Parking · King Beds · Downtown Rockport
Rockport
10.0 out of 10, Exceptional, (44 reviews)
"It’s the cutest; has everything you’ll need and only a five minute walk to downtown and on-site parking is a plus! The host is attentive and check-in was a breeze."
United States
Nicki B.
The price is NZ$919
includes taxes & fees
21 Oct - 22 Oct
The Bookstore · Private Parking · King Beds · Downtown Rockport

3. Oceanview Kingsize South End Studio NO FINAL CLEANING FEE

Oceanview Kingsize South End Studio NO FINAL CLEANING FEE
Rockport
9.8 out of 10, Exceptional, (222 reviews)
"Excellent above garage large studio in a superb Rockport location central to everything. Hosts were gracious and warm and made the overnight stay a good one. Highly recommend."
United States
Eugene
The price is NZ$432
includes taxes & fees
15 Oct - 16 Oct
Oceanview Kingsize South End Studio NO FINAL CLEANING FEE

4. Quaint & Cozy Rockport Gem ~ Walk to Sea ~ BBQ & Private Parking!

Quaint & Cozy Rockport Gem ~ Walk to Sea ~ BBQ & Private Parking!
Rockport
10.0 out of 10, Exceptional, (11 reviews)
"Great place near center of town. Cozy accommodations. Great communication with host."
United States
Kara G.
The price is NZ$722
includes taxes & fees
13 Oct - 14 Oct
Quaint & Cozy Rockport Gem ~ Walk to Sea ~ BBQ & Private Parking!

5. Harbor Retreat ★ Ocean View ★ Heart of Downtown ★

Harbor Retreat ★ Ocean View ★ Heart of Downtown ★
Rockport
9.8 out of 10, Exceptional, (44 reviews)
"This is our second year staying at Gigi's place. It's such a great location and value. It offers everything we like during the off season without the crowds and is such a clean and comfortable place to stay."
United States
Victoria P.
The price is NZ$500
includes taxes & fees
5 Oct - 6 Oct
Harbor Retreat ★ Ocean View ★ Heart of Downtown ★

6. Harborside Oasis ★ Harbor View ★ Heart of Downtown

Harborside Oasis ★ Harbor View ★ Heart of Downtown
Rockport
9.8 out of 10, Exceptional, (40 reviews)
"Was a fantastic place to stay. Host was great as well."
United States
Wesley G.
The price is NZ$526
includes taxes & fees
7 Oct - 8 Oct
Harborside Oasis ★ Harbor View ★ Heart of Downtown

7. Apartment with private rooftop deck with ocean views

Apartment with private rooftop deck with ocean views
Rockport
10.0 out of 10, Exceptional, (23 reviews)
"A beautiful home clean with everything we needed for our stay. We enjoyed our stay and I would definitely book again!"
United States
Ellen W.
The price is NZ$558
includes taxes & fees
4 Oct - 5 Oct
Apartment with private rooftop deck with ocean views

8. 2BR Home Minutes to Downtown Rockport+Beach!

2BR Home Minutes to Downtown Rockport+Beach!
Rockport
10.0 out of 10, Exceptional, (13 reviews)
"Good facilities, clean and tidy, lovely decor. Good location."
United States
Janet C.
The price is NZ$1,056
includes taxes & fees
5 Oct - 6 Oct
2BR Home Minutes to Downtown Rockport+Beach!

9. Downtown Rockport Stay with Private Ocean Deck

Downtown Rockport Stay with Private Ocean Deck
Rockport
9.6 out of 10, Exceptional, (8 reviews)
"Location is perfect, quiet but close to everything. Listening to the waves in the evening from the deck resets the soul."
United States
Erin
The price is NZ$692
includes taxes & fees
2 Nov - 3 Nov
Downtown Rockport Stay with Private Ocean Deck

10. Historic Renovation, Walk to Front Beach and Shopping

Historic Renovation, Walk to Front Beach and Shopping
Rockport
9.8 out of 10, Exceptional, (9 reviews)
"This house worked well for our family with seven people of all ages and really enjoyed our first trip to the Rockport/Gloucester area. Hopefully we'll get a chance to return and would highly recommend the area and property."
United States
Dan K.
The price is NZ$1,147
includes taxes & fees
7 Oct - 8 Oct
Historic Renovation, Walk to Front Beach and Shopping

11. Newly Renovated 2BR Rockport Home w/ parking Steps to Back Beach+Bearskin Neck!

Newly Renovated 2BR Rockport Home w/ parking Steps to Back Beach+Bearskin Neck!
Rockport
10.0 out of 10, Exceptional, (45 reviews)
"Our family of four humans and two tiny dogs enjoyed our stay at this cozy home. The neighborhood is cute, quiet, and perfectly located to get in and out of town easily. The high appliances made cooking, laundry, and dishes convenient. We‘d love to stay here again."
United States
Bridget H.
The price is NZ$1,113
includes taxes & fees
4 Oct - 5 Oct
Newly Renovated 2BR Rockport Home w/ parking Steps to Back Beach+Bearskin Neck!

12. Family Friendly 2BR Home · Walk to Beach + Downtown Rockport · KING Bed

Family Friendly 2BR Home · Walk to Beach + Downtown Rockport · KING Bed
Rockport
9.8 out of 10, Exceptional, (19 reviews)
"Great space and close to Old Garden Beach and Bearskin Beck. Needed door lock fixed and communication was impressively prompt and the handyman who fixed it was very nice. Very happy with our stay"
United States
Kelley S.
The price is NZ$1,017
includes taxes & fees
5 Oct - 6 Oct
Family Friendly 2BR Home · Walk to Beach + Downtown Rockport · KING Bed

13. HOT TUB I Downtown Rockport w/parking I Sleeps 8

HOT TUB I Downtown Rockport w/parking I Sleeps 8
Rockport
10.0 out of 10, Exceptional, (3 reviews)
"This beach house was everything we were looking for. We had a great family vacation second year in a row at one of Rachel’s great properties in Rockport.The house was perfectly clean, cool, and well equipped for cooking and grilling and enjoying the beautiful outdoor area. The hot tub was a fun bonus and the best surprise was the outdoor shower which made getting home from the beach trips with little kids breezy.We walked to the beach and Bearskin Neck easily each day.The host is on top of every...
United States
Kelli S.
HOT TUB I Downtown Rockport w/parking I Sleeps 8

14. Bell Buoy

Bell Buoy
3.5 star property
Rockport
6.0 out of 10, (1 review)
"The property is nicely located but in need of updates. A lot of the lamps are plug in vs light switch and there were some flickering lights behind the TV. One lamp was missing a light bulb. No outlet in the bathroom for a hair dryer. The second bathroom is missing a door handle making it hard to open and close. We were unable to reach the ceiling fan chain without having to get on the bed, The Air Conditioner wasn't working on he first floor which made it a bit stuff but with open windows at...
United States
Amy
The price is NZ$1,061
includes taxes & fees
12 Oct - 13 Oct
Bell Buoy

15. Home w/firepit l Walk to Bearskin Neck+Beach

Home w/firepit l Walk to Bearskin Neck+Beach
Rockport
9.6 out of 10, Exceptional, (8 reviews)
"Home was beautiful decorated and had everything we needed for a relaxing weekend. Host communicated well. Walking distance to the beach and town, and a short drive to Gloucester and Boston. Fantastic!"
United States
Juliet S.
The price is NZ$1,484
includes taxes & fees
7 Oct - 8 Oct
Home w/firepit l Walk to Bearskin Neck+Beach

16. Experience Classic New England-walk to beach&shops

Experience Classic New England-walk to beach&shops
Rockport
10.0 out of 10, Exceptional, (1 review)
"Property was extremely clean. Comfortably fit my group of 8 adults. The deck hot tub was the biggest hot tub I have ever seen. Such a great place! Victor was extremely nice and responsive. "
United States
Danielle L.
The price is NZ$2,510
includes taxes & fees
14 Oct - 15 Oct
Experience Classic New England-walk to beach&shops

17. Oceanfront 4 BR/2 Bath Long Beach Vacation Home - Grill, Outdoor shower, AC

Oceanfront 4 BR/2 Bath Long Beach Vacation Home - Grill, Outdoor shower, AC
Rockport
10.0 out of 10, Exceptional, (38 reviews)
"Great spot right on Long Beach! Has great views of the ocean right on the water. We definitely stay there again pet friendly."
United States
Emmy D.
Oceanfront 4 BR/2 Bath Long Beach Vacation Home - Grill, Outdoor shower, AC

18. 4 BR Home l Walk to Beaches & Downtown l Reserved Parking & Beach Gear included

4 BR Home l Walk to Beaches & Downtown l Reserved Parking & Beach Gear included
Rockport
9.8 out of 10, Exceptional, (11 reviews)
"House worked great for traveling with teenagers- they had their own space to hang out. Very clean and well designed/ decorated. "
United States
Denitsa a.
4 BR Home l Walk to Beaches & Downtown l Reserved Parking & Beach Gear included

19. Balcony • KING Suite • Walk2Beach+Bearskin • Parking

Balcony • KING Suite • Walk2Beach+Bearskin • Parking
Rockport
9.8 out of 10, Exceptional, (47 reviews)
"The perfect location/The perfect apartment layout./The perfect amenities. It really was all perfect!"
United States
Dale k.
The price is NZ$1,009
includes taxes & fees
13 Oct - 14 Oct
Balcony • KING Suite • Walk2Beach+Bearskin • Parking

20. Fall Asleep to Waves — Steps to Shops & Dining

Fall Asleep to Waves — Steps to Shops & Dining
Rockport
9.8 out of 10, Exceptional, (10 reviews)
"We loved our stay here ! The beach view from the bedroom window is amazing ! The home was so clean and cozy. We walked to breakfast every morning and all the shops were also in walking distance! We will definately be back!!"
United States
Dominique
The price is NZ$688
includes taxes & fees
2 Nov - 3 Nov
Fall Asleep to Waves — Steps to Shops & Dining
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 Rockport Hotel Reviews

Find out more about Rockport

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 Rockport 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 Rockport. 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 Rockport. Seeing all the best attractions is bound to make you fall in love with Rockport. 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 Rockport short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Rockport?

Yes, there are holiday rentals close to the most popular sights in Rockport, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the scenic seaside and waterfront in Rockport. Give yourself some extra time to check out the shops and seafood restaurants during your trip.

What are some of the best holiday rentals that Rockport has to offer?

Lovely Bright and Spacious 4-bedroom house with 6 off-street parking spots: This holiday home rental outside of Rockport offers a patio, a garden and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with 1 hot tub and a selection of books.

How many holiday rentals are there in Rockport?

Choose from 91 Expedia holiday rentals in Rockport for a memorable holiday.

What can I see and do in Rockport?

Front Beach and Cape Ann are a couple of scenic spots to enjoy the outdoors, whereas Shalin Liu Performance Center is one of the cultural attractions. Other places in town to visit include Motif No 1 and Long Beach.

What are holiday rentals like in Rockport?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Rockport. Holiday rentals provide amenities such as laundry facilities and kitchens so you'll have a home away from home. If you're concerned about cleanliness, a holiday rental can offer a sense of security away from public hotel lifts and busy concierge desks while still allowing you to travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for a small group gathering.