Book Holiday Homes in Rockland

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Rockland

Stay in this beautiful home: ocean views and access to midcoast Maine's charm!

Stay in this beautiful home: ocean views and access to midcoast Maine's charm!

Lincolnville
Stay at this vacation home in Lincolnville. Enjoy a garden, patios, and an in-room coffeemaker. Popular attractions Windsor Chairmakers and Lincolnville Beach ...
Stay in this beautiful home: ocean views and access to midcoast Maine's charm!
The Perch - A cozy cottage minutes from Tenants Harbor, with water access!

The Perch - A cozy cottage minutes from Tenants Harbor, with water access!

Saint George
Stay at this vacation home in Tenants Harbor. Enjoy free WiFi and an in-room coffeemaker. Popular attractions Tenants Harbor Marina and Marshall Point Lighthouse ...
The Perch - A cozy cottage minutes from Tenants Harbor, with water access!
2 Bedroom Close to Town Home

2 Bedroom Close to Town Home

Thomaston
Stay at this vacation home in Thomaston. Enjoy an in-room coffeemaker and air conditioning. Popular attractions General Henry Knox Museum and Maine State Prison ...
2 Bedroom Close to Town Home
Save an average of 15% on thousands of hotels when you're signed in
Gorgeous new mid-coast listing! Large, family friendly home, perfect location!

Gorgeous new mid-coast listing! Large, family friendly home, perfect location!

Rockport
Book a stay at this family-friendly vacation home in Rockport. Enjoy free WiFi, a garden, and patios. Popular attractions Chickawaukee Lake and Chickawaukie ...
Gorgeous new mid-coast listing! Large, family friendly home, perfect location!
The RiverView

The RiverView

Thomaston
The price is NZ$539 per night from 21 Jan to 22 Jan
NZ$539
includes taxes & fees
21 Jan - 22 Jan
Stay at this vacation home in Thomaston. Enjoy free WiFi and an in-room coffeemaker. Popular attractions General Henry Knox Museum and Maine State Prison Store ...
The RiverView
Breathtaking views, total relaxation, do as much or as little as you choose

Breathtaking views, total relaxation, do as much or as little as you choose

Owls Head
Stay at this vacation home in Owls Head. Enjoy a garden, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Crescent Beach and Lucia ...
Breathtaking views, total relaxation, do as much or as little as you choose
Don't miss the Pumpkin Festival weekend filled with lobster dinners and oysters

Don't miss the Pumpkin Festival weekend filled with lobster dinners and oysters

Newcastle
Stay at this vacation home in Newcastle. Enjoy free WiFi, a garden, and cable/satellite TV service. Popular attractions Frances Perkins Center and Whaleback ...
Don't miss the Pumpkin Festival weekend filled with lobster dinners and oysters
“Otter Getaway”
Cozy Damariscotta Lake Year Round Cottage

“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage

Nobleboro
Stay at this vacation home in Nobleboro. Enjoy free WiFi, an in-room coffeemaker, and in-room fireplaces. Popular attractions Damariscotta Lake and Damariscotta ...
“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage
Welcome to Alva’s Retreat located in the heart of Mid-Coast Maine

Welcome to Alva’s Retreat located in the heart of Mid-Coast Maine

Searsmont
Stay at this vacation home in Searsmont. Enjoy free WiFi, a garden, and patios.
Welcome to Alva’s Retreat located in the heart of Mid-Coast Maine
Don't see what you're looking for?
See all available properties in Rockland
View all properties
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.

Rockland Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Rockland vacation homes are the perfect way for you to wing it.

Holiday houses in Rockland let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Rockland in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Rockland adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Rockland with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Rockland vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Rockland Holiday Homes essential information

Accommodation
263 Holiday Homes
Lowest Price
NZ$233
Highest Price
NZ$539
Popular accommodation
Stay in this beautiful home: ocean views and access to midcoast Maine's charm! , The Perch - A cozy cottage minutes from Tenants Harbor, with water access!, 2 Bedroom Close to Town Home, Gorgeous new mid-coast listing! Large, family friendly home, perfect location!, The RiverView, Breathtaking views, total relaxation, do as much or as little as you choose, Don't miss the Pumpkin Festival weekend filled with lobster dinners and oysters , “Otter Getaway” Cozy Damariscotta Lake Year Round Cottage, Welcome to Alva’s Retreat located in the heart of Mid-Coast Maine

Top trending hotels in Rockland

Trade Winds on the Bay

Trade Winds on the Bay

3.5 out of 5
2 Park Dr, Rockland, ME
Fully refundableReserve now, pay when you stay
The price is NZ$233 per night from 22 Jan to 23 Jan
NZ$233
includes taxes & fees
22 Jan - 23 Jan
Stay at this 3.5-star aparthotel in Rockland. Enjoy free WiFi, free parking, and a health club. Our guests praise the helpful staff and the clean rooms in our ...
Trade Winds on the Bay
Rockland Harbor Hotel

Rockland Harbor Hotel

2.5 out of 5
520 Main Street, Rockland, ME
Fully refundableReserve now, pay when you stay
The price is NZ$312 per night from 22 Jan to 23 Jan
NZ$312
includes taxes & fees
22 Jan - 23 Jan
Book a stay at this business-friendly hotel in Rockland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Rockland Harbor Hotel
Hatchway Hotel

Hatchway Hotel

3 out of 5
6 Park Drive, Rockland, ME
Stay at this 3-star hotel in Rockland. Enjoy free WiFi, free parking, and laundry facilities. Our guests praise the clean rooms in our reviews. Popular attractions ...
Hatchway Hotel
Save an average of 15% on thousands of hotels when you're signed in
250 Main Hotel

250 Main Hotel

3 out of 5
250 Main Street, Rockland, ME
The price is NZ$366 per night from 9 Jan to 10 Jan
NZ$366
includes taxes & fees
9 Jan - 10 Jan
Stay at this 3-star hotel in Rockland. Enjoy free breakfast, free WiFi, and a rooftop terrace. Our guests praise the helpful staff in our reviews. Popular attractions ...
250 Main Hotel
Don't see what you're looking for?
See all available properties in Rockland
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.