Holiday rentals in Rockland

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Top-rated holiday rentals in Rockland

Guests agree: these stays are highly rated for location, cleanliness and more.

Guest favourite

Guest suite in Thomaston

4.86 out of 5 average rating, 109 reviews

Private Top Floor Waterfront Apartment

Welcome to Gabriel's Anchor! 10 min walk to Main St, 10 min drive to Rockland, 2 min walk to public overlook, across the street from the lively Slipway Restaurant, on the waterfront. Gabriel's Anchor is great for couples, families, and solo adventurers looking to stay in the heart of the wonderful coastal Thomaston, Maine. 2 bdrm/1bath. 1 king bed & 1 double. kitchenette has a stovetop, fridge (no freezer, but feel free to use ours if needed), cooking utensils, dishes, coffee maker & coffee.

12–19 Dec

₹7,731 per night
Guest favourite

Flat in Rockport

4.96 out of 5 average rating, 349 reviews

ONE BIG ROOM Studio in Rockport

Roomy and cozy, the Studio has high ceilings, winter water views, hard wood floors,, VERY comfortable king size bed, kitchenette, pull out love seat and super comfy lazy boy chair. Also has private bath, private entrance and parking. A short walk to lovely Rockport Harbor beach and park, and town, Rockport Opera House, Maine Media, Camden is 5 minute drive, 15 mins to Rockland, very convenient location to see all that midcoast Maine has to offer, plus a special, romantic getaway for you!

22–29 Jan

₹11,836 per night
Guest favourite

Cottage in Owls Head

4.99 out of 5 average rating, 139 reviews

Coastal Maine contemporary cottage

Our cottage is meant to be both contemporary and rustic. It is where we go to get away from the hustle and bustle of the modern world and slow down. There is no TV or internet, even our phone is an old rotary one. You will see that we have a good radio, and games and books to read, and plenty of things to do outside. We hope you will take the time at our cottage to comfortably reconnect with yourself, and each other, while enjoying what Maine is renowned for, our quality of life

3–10 Oct

₹12,209 per night

Popular amenities for Rockland holiday rentals

Stay near Rockland's top sights

Harbor Park5 locals recommend
Maine Lobster Festival13 locals recommend
Walmart Supercenter10 locals recommend
Maine Lighthouse Museum22 locals recommend
Claws33 locals recommend
Archer’s on the Pier41 locals recommend

Other great holiday rentals in Rockland

Guest favourite

Flat in Owls Head

4.97 out of 5 average rating, 130 reviews

Coastal Vintage Living

6–13 Dec

₹13,789 per night
Guest favourite

Flat in Rockport

4.96 out of 5 average rating, 231 reviews

The perfect getaway - Camden/Rockport/Rockland

12–19 Dec

₹11,889 per night
Guest favourite

Flat in Belfast

4.99 out of 5 average rating, 261 reviews

Room with a Brew

10–17 Jan

₹10,972 per night
Guest favourite

Home in Rockport

4.95 out of 5 average rating, 257 reviews

Sweet home away (pet friendly)

15–20 May

₹16,664 per night
Guest favourite

Guest house in Orland

4.99 out of 5 average rating, 102 reviews

Cozy cottage in Orland Village-Penobscot Bay area

3–10 Mar

₹8,186 per night
Guest favourite

Home in Appleton

4.96 out of 5 average rating, 121 reviews

The Barn

16–23 Nov

₹11,127 per night
Guest favourite

Cabin in Freedom

4.9 out of 5 average rating, 288 reviews

Cozy Lakefront Cabin in Freedom, ME

4–11 Dec

₹6,844 per night
Guest favourite

Home in Rockland

4.92 out of 5 average rating, 160 reviews

Rockland Relaxing Retreat/Walk to Town (STR24-16)

22–29 Nov

₹25,136 per night
Guest favourite

Home in Rockland

4.95 out of 5 average rating, 312 reviews

Downtown-Walk to All Things Rockland

12–19 Dec

₹18,744 per night
Guest favourite

Cabin in Bremen

4.95 out of 5 average rating, 173 reviews

Ocean Front Cottage: Little Heaven

25 Sep – 2 Oct

₹13,210 per night
Guest favourite

Guest house in Camden

4.99 out of 5 average rating, 151 reviews

In-town Private Suite.

29 May – 5 Jun

₹12,480 per night
Guest favourite

Yurt in Appleton

4.96 out of 5 average rating, 221 reviews

SUMMER ROSE a Yurt for ALL Seasons

17–24 Feb

₹13,573 per night

Quick stats about holiday rentals in Rockland

Total rentals

150 properties

Rentals with a pool

30 properties have a pool

Pet-friendly rentals

40 properties allow pets

Family-friendly rentals

80 properties are a good fit for families

Total number of reviews

6.1T reviews

Nightly prices starting at

₹3,334 before taxes and fees

Destinations to explore

  1. Airbnb
  2. United States
  3. Maine
  4. Knox County
  5. Rockland