Rockland vacation rentals

Book unique cottages, vacation rentals, and more on Airbnb

Top-rated vacation rentals in Rockland

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

Guest favorite

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.

Nov 23 – 30

ﺩ.ﺇ341 per night
Guest favorite

Apartment 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!

Jan 22 – 29

ﺩ.ﺇ522 per night
Guest favorite

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

Oct 3 – 10

ﺩ.ﺇ538 per night

Popular amenities for Rockland vacation 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

Rockland cottage rentals

Guest favorite

Cottage in Saint George

4.95 out of 5 average rating, 136 reviews

Oceanfront Cottage [cozy coastal retreat w wifi]

Apr 27 – May 4

ﺩ.ﺇ947 per night
Guest favorite

Cottage in Boothbay Harbor

4.98 out of 5 average rating, 324 reviews

The Cottage at the McCobb House

Jan 24 – 31

ﺩ.ﺇ604 per night
Guest favorite

Cottage in Waltham

4.95 out of 5 average rating, 667 reviews

Quiet lakefront cottage on Graham Lake

Dec 9 – 16

ﺩ.ﺇ398 per night
Guest favorite

Cottage in Edgecomb

4.9 out of 5 average rating, 104 reviews

Spectacular Water View Cottage

Nov 7 – 14

ﺩ.ﺇ501 per night
Guest favorite

Cottage in Lincolnville

4.91 out of 5 average rating, 325 reviews

Eco-friendly studio - ocean views, close to beach

Oct 29 – Nov 5

ﺩ.ﺇ751 per night
Guest favorite

Cottage in Hampden

4.94 out of 5 average rating, 210 reviews

Central MaineStay Cottage2 Hampden/Bangor

Apr 24 – May 1

ﺩ.ﺇ364 per night
Guest favorite

Cottage in Belfast

4.9 out of 5 average rating, 111 reviews

Belfast Ocean Front Cottage

Oct 15 – 22

ﺩ.ﺇ675 per night
Guest favorite

Cottage in Brooklin

4.98 out of 5 average rating, 178 reviews

Historic School House now with High Speed Internet

May 30 – Jun 6

ﺩ.ﺇ491 per night
Guest favorite

Cottage in Bath

4.88 out of 5 average rating, 495 reviews

Doubling Point Cottage

May 5 – 12

ﺩ.ﺇ426 per night
Guest favorite

Cottage in Topsham

4.95 out of 5 average rating, 212 reviews

Cozy waterfront home on Merrymeeting Bay.

Oct 23 – 30

ﺩ.ﺇ590 per night
Guest favorite

Cottage in Sedgwick

4.99 out of 5 average rating, 188 reviews

Exquisitely Modern Maine Cottage @Diagonair

Jun 5 – 12

ﺩ.ﺇ1,457 per night
Guest favorite

Cottage in Friendship

4.9 out of 5 average rating, 209 reviews

Our charming,oceanfront, Bradford point cottage

Nov 11 – 18

ﺩ.ﺇ934 per night

Other great vacation rentals in Rockland

Guest favorite

Apartment in Rockland

4.97 out of 5 average rating, 192 reviews

Harbor Duet Apartment

Jul 15 – 22

ﺩ.ﺇ568 per night
Guest favorite

Apartment in Rockport

4.96 out of 5 average rating, 231 reviews

The perfect getaway - Camden/Rockport/Rockland

Dec 12 – 19

ﺩ.ﺇ524 per night
Guest favorite

Apartment in Belfast

4.99 out of 5 average rating, 261 reviews

Room with a Brew

Jan 10 – 17

ﺩ.ﺇ483 per night
Guest favorite

Home in Rockport

4.95 out of 5 average rating, 257 reviews

Sweet home away (pet friendly)

May 15 – 20

ﺩ.ﺇ734 per night
Guest favorite

Guesthouse in Orland

4.99 out of 5 average rating, 102 reviews

Cozy cottage in Orland Village-Penobscot Bay area

Feb 12 – 19

ﺩ.ﺇ361 per night
Guest favorite

Cabin in Freedom

4.9 out of 5 average rating, 288 reviews

Cozy Lakefront Cabin in Freedom, ME

Dec 4 – 11

ﺩ.ﺇ302 per night
Guest favorite

Home in Appleton

4.96 out of 5 average rating, 121 reviews

The Barn

Nov 16 – 23

ﺩ.ﺇ490 per night
Guest favorite

Home in Rockland

4.92 out of 5 average rating, 160 reviews

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

Nov 22 – 29

ﺩ.ﺇ1,108 per night
Guest favorite

Cabin in Bremen

4.95 out of 5 average rating, 173 reviews

Ocean Front Cottage: Little Heaven

Sep 25 – Oct 2

ﺩ.ﺇ582 per night
Guest favorite

Home in Rockland

4.95 out of 5 average rating, 312 reviews

Downtown-Walk to All Things Rockland

Dec 12 – 19

ﺩ.ﺇ826 per night
Guest favorite

Yurt in Appleton

4.96 out of 5 average rating, 221 reviews

SUMMER ROSE a Yurt for ALL Seasons

Feb 17 – 24

ﺩ.ﺇ598 per night
Guest favorite

Guesthouse in Camden

4.99 out of 5 average rating, 151 reviews

In-town Private Suite.

May 29 – Jun 5

ﺩ.ﺇ550 per night

Quick stats about vacation 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

6.1K reviews

Nightly prices starting at

ﺩ.ﺇ147 before taxes and fees

Frequently Asked Questions

  • What types of vacation rentals are available in Rockland?

    Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Rockland. From over 50 house rentals to over 10 cottage rentals, we've got you covered. For even more variety, explore our Airbnb Categories to find the ideal space for your getaway.

  • Are there pet-friendly vacation rentals in Rockland?

    Four-legged friends are welcome in Rockland. Choose from more than 40 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Rockland?

    Yes! Work meets play with ease at over 60 vacation rentals in Rockland featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • How much does it cost to stay in cottage rentals in Rockland?

    Experience the best of Rockland with our cottage rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do cottage rentals in Rockland have wifi?

    Absolutely! We offer over 10 cottage rentals with wifi in Rockland. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Rockland have a bbq area?

    Absolutely! We offer over 20 house rentals with a bbq area in Rockland. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in Rockland?

    Rockland has more than 40 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do house rentals in Rockland have air conditioning?

    Absolutely! We offer over 30 house rentals with air conditioning in Rockland. Enjoy a tailored experience with all the comforts you desire.

  • Are there Rockland boutique hotel rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 boutique hotel rentals with pools in Rockland, available on Airbnb. Make a splash and soak up the sun in style!

  • What are the most popular amenities for Boutique Hotel Rentals in Rockland?

    Enhance your stay in our Boutique Hotel Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore

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