A coastal town with a sandy beach, rocky shoreline, and a prominent American flag.

Rockport Holiday Rentals

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Check prices for these dates

In two weeks
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for Rockport holiday rentals

Exterior

1. Romantic Coastal Escape near Harbor

Romantic Coastal Escape near Harbor
Rockport
10.0 out of 10, Exceptional, (5 reviews)
The price is HK$1,067
HK$2,061 total
includes taxes & fees
21 Oct - 22 Oct
Romantic Coastal Escape near Harbor
TV, offices

2. Fully Updated Airy Historic Home in West Rockport

Fully Updated Airy Historic Home in West Rockport
Rockport
The price is HK$1,334
HK$4,840 total
includes taxes & fees
21 Sept - 22 Sept
Fully Updated Airy Historic Home in West Rockport
Lobby sitting area

3. Trade Winds on the Bay

Trade Winds on the Bay
3.5 star property
Rockland
8.6 out of 10, Excellent, (491 reviews)
"Its a place to stay."
United States
Todd
The price is HK$643
HK$701 total
includes taxes & fees
20 Oct - 21 Oct
Trade Winds on the Bay
Property grounds

4. Charming Off- Grid cabin 5 min from the ocean in Midcoast Maine

Charming Off- Grid cabin 5 min from the ocean in Midcoast Maine
Lincolnville
8.0 out of 10, Very good, (17 reviews)
"The cabin is exactly as advertised. The dogs were happy there and we enjoyed our stay. "
United States
Becki C.
The price is HK$600
HK$1,210 total
includes taxes & fees
23 Sept - 24 Sept
Charming Off- Grid cabin 5 min from the ocean in Midcoast Maine
1 bedroom, free WiFi, bed sheets

5. Simplicity-Just what you need! STR24-20

Simplicity-Just what you need! STR24-20
Rockland
9.8 out of 10, Exceptional, (33 reviews)
"Very nice tiny house in a quiet neighborhood. Easy walk to downtown"
United States
sarah
The price is HK$847
HK$1,283 total
includes taxes & fees
8 Oct - 9 Oct
Simplicity-Just what you need! STR24-20
Boating

6. Pine Grove Cottages

Pine Grove Cottages
2.5 star property
Lincolnville
9.8 out of 10, Exceptional, (91 reviews)
"Wonderful quiet place, The Host was a great person."
United States
clinch
The price is HK$1,639
HK$1,876 total
includes taxes & fees
21 Sept - 22 Sept
Pine Grove Cottages
Property grounds

7. Rustic Retreat Across from Lake; Family Friendly!

Rustic Retreat Across from Lake; Family Friendly!
Union
8.8 out of 10, Excellent, (23 reviews)
"Great location for visiting the coast."
United States
Sallie S.
The price is HK$690
HK$3,027 total
includes taxes & fees
23 Sept - 24 Sept
Rustic Retreat Across from Lake; Family Friendly!
Marina

8. Peaceful 2-bedroom cottage in charming Lincolnville, near lake, winery & Camden

Peaceful 2-bedroom cottage in charming Lincolnville, near lake, winery & Camden
Lincolnville
9.6 out of 10, Exceptional, (14 reviews)
"This is an amazing little cabin in the woods! Kate is a great host and I highly recommend staying here if you are in the area. Lovely spot and if Lola the local pup is around to great you even better!"
United States
Julie
The price is HK$1,491
HK$1,779 total
includes taxes & fees
13 Oct - 14 Oct
Peaceful 2-bedroom cottage in charming Lincolnville, near lake, winery & Camden
Smart TV

9. 2 Bedroom Close to Town Home

2 Bedroom Close to Town Home
Thomaston
9.0 out of 10, Wonderful, (54 reviews)
"Perfect location to everything. Spacious house and clean. The directions for check in and check out where very clear and helpful!"
United States
Brianna M.
The price is HK$1,090
HK$2,189 total
includes taxes & fees
21 Oct - 22 Oct
2 Bedroom Close to Town Home
Exterior

10. Pine Grove Cottages : Cottage 6 - Studio Cottage - Pet Friendly

Pine Grove Cottages : Cottage 6 - Studio Cottage - Pet Friendly
Lincolnville
10.0 out of 10, Exceptional, (12 reviews)
"Great owner and quick night stay. "
United States
Jeanean W.
The price is HK$1,639
HK$2,043 total
includes taxes & fees
21 Sept - 22 Sept
Pine Grove Cottages : Cottage 6 - Studio Cottage - Pet Friendly
Marina

11. Harbor/🦞 Pound Access & Views from Large Deck

Harbor/🦞 Pound Access & Views from Large Deck
Owls Head
9.6 out of 10, Exceptional, (81 reviews)
"Beautiful house with a beautiful location!"
United States
Angel H.
The price is HK$1,483
HK$3,710 total
includes taxes & fees
23 Sept - 24 Sept
Harbor/🦞 Pound Access & Views from Large Deck
Property grounds

12. Bright 2-Bedroom Apartment Near Downtown Thomaston

Bright 2-Bedroom Apartment Near Downtown Thomaston
Thomaston
9.2 out of 10, Wonderful, (13 reviews)
"This place was nice and clean. The only thing was the service was spotty and WiFi was slow. Overall, great place and great location."
United States
Alexis H.
The price is HK$1,090
HK$2,095 total
includes taxes & fees
12 Oct - 13 Oct
Bright 2-Bedroom Apartment Near Downtown Thomaston
Smart TV

13. Peaceful, Centrally Located Home with Seasonal River Views

Peaceful, Centrally Located Home with Seasonal River Views
Thomaston
9.6 out of 10, Exceptional, (40 reviews)
"Great Stay!"
United States
Pastor Heidi G.
The price is HK$1,169
HK$2,386 total
includes taxes & fees
20 Oct - 21 Oct
Peaceful, Centrally Located Home with Seasonal River Views
Property grounds

14. Oceanview Bungalow Style Home in Owls Head

Oceanview Bungalow Style Home in Owls Head
Owls Head
9.8 out of 10, Exceptional, (75 reviews)
"We really enjoyed staying at this house! It was in a good location and was cute and cozy!"
United States
Victoria S.
The price is HK$1,589
HK$4,665 total
includes taxes & fees
27 Sept - 28 Sept
Oceanview Bungalow Style Home in Owls Head
Marina

15. Perfect location ! Harbor Breeze is on Camden Harbor & walking distance to town

Perfect location ! Harbor Breeze is on Camden Harbor & walking distance to town
Camden
9.2 out of 10, Wonderful, (87 reviews)
"Very convenient and great beds!"
United States
Teresa O.
The price is HK$2,471
HK$6,208 total
includes taxes & fees
22 Sept - 23 Sept
Perfect location ! Harbor Breeze is on Camden Harbor & walking distance to town
Interior

16. Rustic Retreat Across From Lake; Family Friendly!

Rustic Retreat Across From Lake; Family Friendly!
3.0 star property
Union
8.0 out of 10, Very good, (3 reviews)
"The cottage is cute with a great view of the lake. Quiet and peaceful yet convenient to town. Plenty to see and do in the area. We had a wonderful time and I highly recommend staying here!"
United States
Lorraine
The price is HK$941
HK$2,961 total
includes taxes & fees
23 Sept - 24 Sept
Rustic Retreat Across From Lake; Family Friendly!
Living area

17. Jenoalli cozy 3 bedrooms and 2 bathrooms STR26-58

Jenoalli cozy 3 bedrooms and 2 bathrooms STR26-58
Rockland
10.0 out of 10, Exceptional, (1 review)
"Perfect stay"
United States
Kayla G.
The price is HK$1,829
HK$3,721 total
includes taxes & fees
22 Sept - 23 Sept
Jenoalli cozy 3 bedrooms and 2 bathrooms STR26-58
Interior

18. Comfortable, Close to Town Home, with Oceanview.

Comfortable, Close to Town Home, with Oceanview.
Owls Head
9.6 out of 10, Exceptional, (97 reviews)
"Great location close to town"
United States
Rich W.
The price is HK$1,749
HK$3,258 total
includes taxes & fees
13 Oct - 14 Oct
Comfortable, Close to Town Home, with Oceanview.
TV

19. Pine Grove Cottages: Cottage 11

Pine Grove Cottages: Cottage 11
Lincolnville
10.0 out of 10, Exceptional, (1 review)
"Great stay! Cabin was clean and very comfortable, would definitely recommend!!"
United States
Jack S.
The price is HK$1,969
HK$2,454 total
includes taxes & fees
21 Sept - 22 Sept
Pine Grove Cottages: Cottage 11
Exterior

20. Secluded Cottage Getaway with Kitchenette near Lincolnville, Maine

Secluded Cottage Getaway with Kitchenette near Lincolnville, Maine
Lincolnville
The price is HK$1,869
HK$2,320 total
includes taxes & fees
21 Sept - 22 Sept
Secluded Cottage Getaway with Kitchenette near Lincolnville, Maine
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

Whitehall

Whitehall

10/10 Excellent
"Extremely helpful and knowledgeable staff. I felt like a guest in their summer home. Only slight suggestion. Breakfast service needs improvement—no eggs, coffee often not available."
Steven 2-night trip
Posted 1 hour ago
Whitehall

Find out more about Rockport

Search for holiday rentals in Rockport on Expedia! You can easily find your home rentals, villas, holiday apartments in Rockport using one of the methods below:

  • View our selection of featured holiday rentals in Rockport
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Look no further and take a look at our great range of rental properties in Rockport!

Frequently asked questions

Can I find a holiday rental in Rockport?

Yes, there are holiday rentals in Rockport close to Golfer's Crossing Mini Golf, or you can select a more secluded option if you're looking for a relaxing stay. The waterfront and shops are just a few reasons why tourists like Rockport. Make sure you allow time to enjoy the seaside during your holiday.

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

Oceanfront,Unobstructed Views Private Onsite ocean access to a small sandy beach: This highly rated holiday home rental in Rockport is located on the beach, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You and your friends and family can relax into your holiday with amenities such as a selection of games. Another good choice for your trip to Rockport is Elegant ocean view home with breathtaking views, private hot tub & large deck.

How many holiday rentals are there in Rockport?

Choose from 45 Expedia holiday rentals in Rockport for a memorable holiday.

What’s there to see and do in Rockport?

Family-friendly attractions include Golfer's Crossing Mini Golf and Oakland Park Bowling Lanes, whereas Rockport Marine Park and Beech Hill Preserve are a couple of great spots to enjoy the outdoors. While here, Camden Snow Bowl and Samoset Resort Golf Course are other places worth a visit.

What’s a holiday rental in Rockport like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Rockport. Holiday rentals feature amenities like WiFi and washers and dryers so you'll feel right at home. If you're concerned about cleanliness, a holiday rental can offer a sense of security away from shared hotel lifts and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a great choice for small groups.