A stone pier leading to a white lighthouse with a green door, overlooking calm waters and a forested island.

Rockland Vacation Rentals

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Rockland vacation rentals

Lobby sitting area

1. Trade Winds on the Bay

Trade Winds on the Bay
3.5 star property
Rockland
8.6 out of 10, Excellent, (494 reviews)
"Its a place to stay."
United States
Todd
The price is AED 301
AED 328 total
includes taxes & fees
20 Oct - 21 Oct
Trade Winds on the Bay
1 bedroom, WiFi (free), bed sheets

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

Simplicity-Just what you need! STR24-20
Rockland
9.8 out of 10, Exceptional, (35 reviews)
"Very nice tiny house in a quiet neighborhood. Easy walk to downtown"
United States
sarah
The price is AED 397
AED 601 total
includes taxes & fees
8 Oct - 9 Oct
Simplicity-Just what you need! STR24-20
Smart TV

3. 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, (2 reviews)
The price is AED 856
AED 1,674 total
includes taxes & fees
24 Sep - 25 Sep
Jenoalli cozy 3 bedrooms and 2 bathrooms STR26-58
Coffee/tea maker, fridge, microwave, oven

4. In-town, coastal + relaxing in Rockland

In-town, coastal + relaxing in Rockland
Rockland
10.0 out of 10, Exceptional, (50 reviews)
"Great location, great house! It was a perfect getaway for us, highly recommend."
United States
Rob J.
The price is AED 1,093
AED 2,224 total
includes taxes & fees
5 Oct - 6 Oct
In-town, coastal + relaxing in Rockland
Smart TV

5. 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 AED 511
AED 1,065 total
includes taxes & fees
21 Oct - 22 Oct
2 Bedroom Close to Town Home
Interior

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

Comfortable, Close to Town Home, with Oceanview.
Owls Head
9.6 out of 10, Exceptional, (98 reviews)
"Great location close to town"
United States
Rich W.
The price is AED 819
AED 1,525 total
includes taxes & fees
13 Oct - 14 Oct
Comfortable, Close to Town Home, with Oceanview.
Smart TV

7. 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 AED 547
AED 1,117 total
includes taxes & fees
20 Oct - 21 Oct
Peaceful, Centrally Located Home with Seasonal River Views
Property grounds

8. 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 AED 485
AED 949 total
includes taxes & fees
29 Sep - 30 Sep
Bright 2-Bedroom Apartment Near Downtown Thomaston
Marina

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

Harbor/🦞 Pound Access & Views from Large Deck
Owls Head
9.6 out of 10, Exceptional, (82 reviews)
"Great place for a girls' weekend!! Had a wonderful stay!"
United States
Jeanette Q.
The price is AED 694
AED 1,737 total
includes taxes & fees
27 Sep - 28 Sep
Harbor/🦞 Pound Access & Views from Large Deck
Coffee/tea maker, fridge, microwave, oven

10. Fire Pit & Grill, Movie Room, Workspace, A/C, Pets

Fire Pit & Grill, Movie Room, Workspace, A/C, Pets
Thomaston
10.0 out of 10, Exceptional, (42 reviews)
"Wonderful place at a great price!"
United States
Stephen H.
The price is AED 771
AED 1,649 total
includes taxes & fees
20 Oct - 21 Oct
Fire Pit & Grill, Movie Room, Workspace, A/C, Pets
Property grounds

11. Oceanview Bungalow Style Home in Owls Head

Oceanview Bungalow Style Home in Owls Head
Owls Head
9.8 out of 10, Exceptional, (76 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 AED 744
AED 2,184 total
includes taxes & fees
27 Sep - 28 Sep
Oceanview Bungalow Style Home in Owls Head
TV, offices

12. Fully Updated Airy Historic Home in West Rockport

Fully Updated Airy Historic Home in West Rockport
Rockport
Fully Updated Airy Historic Home in West Rockport
Exterior

13. Romantic Coastal Escape near Harbor

Romantic Coastal Escape near Harbor
Rockport
10.0 out of 10, Exceptional, (5 reviews)
The price is AED 470
AED 929 total
includes taxes & fees
21 Oct - 22 Oct
Romantic Coastal Escape near Harbor
Property grounds

14. 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 AED 281
AED 567 total
includes taxes & fees
24 Sep - 25 Sep
Charming Off- Grid cabin 5 min from the ocean in Midcoast Maine
Cottage (2 Bedrooms) | Interior

15. 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 AED 441
AED 1,386 total
includes taxes & fees
24 Sep - 25 Sep
Rustic Retreat Across From Lake; Family Friendly!
WiFi

16. Dome 3 at Come Spring Farm Glamping - Alpaca Farm

Dome 3 at Come Spring Farm Glamping - Alpaca Farm
Union
8.8 out of 10, Excellent, (16 reviews)
"Beautiful location and a unique stay."
United States
Sabrina D.
The price is AED 735
AED 1,043 total
includes taxes & fees
27 Sep - 28 Sep
Dome 3 at Come Spring Farm Glamping - Alpaca Farm
Exterior

17. 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 AED 767
AED 957 total
includes taxes & fees
24 Sep - 25 Sep
Pine Grove Cottages : Cottage 6 - Studio Cottage - Pet Friendly
Exterior

18. Cozy cottage -Close to Downtown Camden!

Cozy cottage -Close to Downtown Camden!
Camden
9.6 out of 10, Exceptional, (30 reviews)
"This property was clean, the kitchen was well appointed, it was close to downtown and the beds were very comfortable. I would stay here again or reccomend it to others."
United States
Abby S.
The price is AED 1,561
AED 2,630 total
includes taxes & fees
27 Sep - 28 Sep
Cozy cottage -Close to Downtown Camden!
Interior

19. Come Spring Farm Airstream , Lake & farm animals

Come Spring Farm Airstream , Lake & farm animals
Union
8.0 out of 10, Very good, (4 reviews)
"Pet Friendly, Great surroundings, close to popular tourist towns in Maine"
United States
Thomas W.
The price is AED 606
AED 941 total
includes taxes & fees
18 Oct - 19 Oct
Come Spring Farm Airstream , Lake & farm animals
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 Rockland Hotel Reviews

Glenmoor By the Sea

Glenmoor By the Sea

10/10 Excellent
"Great views clean place and breakfast served to your room."
John 1-night trip
Posted 1 hour ago
Glenmoor By the Sea

Frequently asked questions

Can I find a vacation rental in Rockland?

Yes, there are vacation rentals in Rockland near Coastal Children's Museum, or you can select a secluded option if you want a relaxing stay. The waterfront and museums are just a few reasons why travelers like Rockland. Make sure you have time to check out the seafood restaurants and seaside during your trip.

What's the top vacation rental in Rockland?

Oceanview Bungalow Style Home in Owls Head: This vacation home rental outside of Rockland is located by the ocean and has a balcony, a terrace, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

How many vacation rentals are there in Rockland?

Expedia has 19 vacation rentals for your stay in Rockland.

What can I see and do in Rockland?

Enjoy the outdoors at Rockland Harbor Park and Sandy Beach, or simply take in cultural attractions like Farnsworth Art Museum and Strand Theater. Rockland Ferry Terminal and Rockland Breakwater Lighthouse are other places to visit while you're in town.

What are vacation rentals like in Rockland?

Vacation rentals are privately owned accommodations you can stay in for several days or longer in Rockland. Vacation rentals offer amenities such as WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a clean environment, vacation rentals can provide a sense of privacy away from shared hotel elevators and bustling 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 makes a vacation rental an attractive choice for family trips or small group gatherings.