
Rockland Rentals

- From $182 per night (USD)
VRBO
Sunrise Suite, near Rockland Harbor, walk to DT
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Come enjoy Fall in New England! Sunrise Suite is a 1 bedroom, 1 bath, light-filled, clean, and conveniently located pri ...
From $182 per night (USD)VRBO
- From $260 per night (USD)
Expedia
Beautiful South End home, 5 minute walk to downtown and beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to Rockland and Lamorna Cottage! This 1880s home has been lovingly restored. The cottage offers a true getaway ...
From $260 per night (USD)Expedia
- From $431 per night (USD)
VRBO
Rockland Home w/ Deck 5 Mins to Historic Downtown!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Built in 1868, this lovely 3-bedroom, 2-bath vacation rental house exudes New England culture and charm in southern Rock ...
From $431 per night (USD)VRBO
- From $538 per night (USD)
Expedia
Ocean viewsof Rockland harbor....
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Awesome views, walking distance to town, beginning of the walking trail.Sunrises are truly amazing. Rockland has everyt ...
From $538 per night (USD)Expedia
- From $292 per night (USD)
VRBO
Oceanfront -Samoset Road, Rockland ME (Across from the Samoset Resort)
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This Vacation home is located across the street from the famous Samoset Resort. It is walking distance and on the same s ...
From $292 per night (USD)VRBO
- From $299 per night (USD)
Expedia
In-town, coastal + relaxing in Rockland
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Newly renovated 1860s Cape. Only a block away from a beach and picnic area. Follow the boardwalk to Rockland Farmer's Ma ...
From $299 per night (USD)Expedia
- From $138 per night (USD)
VRBO
Overlooking Harbor and Penobscot Bay - Downtown
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This luxury apartment is in the heart of historical downtown Rockland and has breath-taking views of the harbor and ocea ...
From $138 per night (USD)VRBO
- From $98 per night (USD)
Expedia
Cozy Apartment In Town With Sauna! Minutes from Festivals and Shops!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Watch amazing documentaries at The Strand Theater, especially during the Camden International Film Festival! Minutes awa ...
From $98 per night (USD)Expedia
- From $305 per night (USD)
VRBO
Located Directly On Rockland Harbor
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The rockland harbor house is located directly on rockland harbor. The house 2000 sq ft. And has 3 bedrooms with 1 full b ...
From $305 per night (USD)VRBO
- From $159 per night (USD)
Expedia
Ocean-view penthouse with deck, gas grill, washer/dryer, full kitchen, & WiFi
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Windows on the Sea Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $159 per night (USD)Expedia
- From $758 per night (USD)
VRBO
Samoset Resort on The Ocean 1 Bedroom Condo Golf Tennis Pickleball Pool Dining
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Excellent option for those seeking a home away from home during their Maine getaway, One Bedroom King Partial Ocean Vie ...
From $758 per night (USD)VRBO
- From $559 per night (USD)
Expedia
Harborside Cottage, walk to town
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Rockland Permit# STR25-32 Coastal Charm Meets Convenience: Your Perfect Rockland Getaway! Escape to the heart of Rockl ...
From $559 per night (USD)Expedia
- From $232 per night (USD)
VRBO
Relaxed South End Rockland Bungalow, 5 minute walk from downtown
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Private pet-friendly bungalow with fenced in backyard walking distance to downtown Rockland. Minutes from shops, restaur ...
From $232 per night (USD)VRBO
- From $436 per night (USD)
Expedia
Restored Victorian
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Your home away from home in Rockland with 3 bedrooms. This marvelous apartment boasts 2 queen beds and 1 full bed, perfe ...
From $436 per night (USD)Expedia
- From $327 per night (USD)
VRBO
Charming 1-bedroom apartment in Rockland. Sleeps 4 with pull out couch .
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Experience Rockland like a local in this adorable 1-bedroom apartment. I’ve been restoring buildings in Rockland for 35 ...
From $327 per night (USD)VRBO
- From $453 per night (USD)
Expedia
Oceanfront Condo overlooking Rockland Harbor and pier. Permit#STR22-30
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Newly renovated waterfront condo/townhouse with incredible views of Rockland Harbor and the Jameson Point pier. Contempo ...
From $453 per night (USD)Expedia
- From $338 per night (USD)
VRBO
Elegant 2-Bedroom Apartment in Historic 1862 Sea Captain's House. Pets welcome.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Elegant Ground Floor Apartment in Historic 1862 Sea Captain's House. Revel in English and American period antiques and o ...
From $338 per night (USD)VRBO
- From $190 per night (USD)
Expedia
Rockland is the arts capital of Mid Coast Maine! STR 25-14
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Historic in town property with lovely guest accommodation half a block from Main St. Walk to shops, restaurants, art ga ...
From $190 per night (USD)Expedia
- From $2207 per night (USD)
VRBO
Large Home With Lovely Gardens Short Walk To Main Street STR22-26
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Large home and quiet street, with Parlor, Library, Dining Room, Kitchen and full bath on first floor, four Bedrooms, Sit ...
From $2207 per night (USD)VRBO
- From $376 per night (USD)
VRBO
Sensational Elegant Apt. in Historic 1862 Sea Captain's Home. Pets ok!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Sensational Second Floor Apartment in Historic 1862 Sea Captain's House. Revel in English & American antiques, and origi ...
From $376 per night (USD)VRBO
- From $256 per night (USD)
VRBO
Charming Cottage! - Experience One of Rockland's Most Highly Rated Properties!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Thoughtful touches and attention to detail make this home one of the Maine Midcoast's most highly-rated rentals. This 19 ...
From $256 per night (USD)VRBO
- From $331 per night (USD)
VRBO
Charming New Englander with Coastal Character Steps from Everything
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
For the latest Covid-19 requirements, please refer to the State of Maine website. Within short walking distance to Rock ...
From $331 per night (USD)VRBO
- From $164 per night (USD)
VRBO
Penthouse master bedroom suite -ocean view- walking distance to downtown, beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Three minute walk from downtown Rockland, beach and boardwalk. Large penthouse master bedroom suite (20’ x 16’) with ful ...
From $164 per night (USD)VRBO
- From $174 per night (USD)
VRBO
The Perch - Walk to Town & the Ocean - Rockland License STR25-53
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
City of Rockland Short Term Rental License: STR25-53 ***CAUTION: This property is only rented via VRBO. Any other listi ...
From $174 per night (USD)VRBO
- From $103 per night (USD)
VRBO
Simplicity-Just what you need! STR24-20
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
About this space The first legal tiny house in Rockland! All the comforts of home in this sweet tiny house. First floor ...
From $103 per night (USD)VRBO
- From $314 per night (USD)
Expedia
Rockland Central Loft
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Experience the ultimate vacation in this charming apartment just steps away from all the best restaurants, shops, and m ...
From $314 per night (USD)Expedia
- From $306 per night (USD)
VRBO
Rockland Central Over Main
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Experience the ultimate vacation in this enchanting apartment, perfectly located just steps from the best local restaura ...
From $306 per night (USD)VRBO
- From $271 per night (USD)
Expedia
Dog-friendly historical home with gorgeous porch & prime in-town location
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Beech Street Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $271 per night (USD)Expedia
- From $299 per night (USD)
VRBO
South End Sea Captains home in Rockland, ME
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Consider this apartment your home away from home while visiting Rockland. This superb 2 BR apartment features 2 bedrooms ...
From $299 per night (USD)VRBO
- From $393 per night (USD)
Expedia
Charming 2-bedroom cottage with WiFi, AC in picturesque Rockland
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Cute, colorful & recently renovated from tip to tail, this 2-bed, 1-ba cottage is the ultimate recipe for R&R. Tucked aw ...
From $393 per night (USD)Expedia
- From $588 per night (USD)
VRBO
Rockland Central, downtown walk to everything!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Walk to all the amazing things Rockland has to offer. Located on the second and third floor of a beautifully renovated b ...
From $588 per night (USD)VRBO
- From $239 per night (USD)
Expedia
Charming 3-bedroom house in peaceful Rockland with AC
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to this charming house in Rockland. This wonderful property features 3 cozy bedrooms with a king, queen, and ful ...
From $239 per night (USD)Expedia
- From $138 per night (USD)
VRBO
Welcoming 2-bdrm 2 bath w/AC in charming Rockland just steps to Rockland Harbor
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the beauty of Rockland from this 2-bedroom apartment. With 2 queen beds, 2 bathrooms equipped with a hairdryer ...
From $138 per night (USD)VRBO
- From $179 per night (USD)
Expedia
Serene condo with AC in charming Rockland on the bay !
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Consider this condo your home away from home while you visit Rockland. With heating, a hair dryer, and AC provided, gues ...
From $179 per night (USD)Expedia
- From $381 per night (USD)
VRBO
WATERSIDE RETREAT - City of Rockland
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
THIS PROPERTY ONLY RENTS ON A FRIDAY TO FRIDAY SCHEDULE - 7 NIGHT MINIMUM REQUIRED ROOM LAYOUT 1st Floor- Kitchen with ...
From $381 per night (USD)VRBO
- From $336 per night (USD)
Expedia
Cozy Carriage House with Rockland Harbor View
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 0
Cozy garage studio apartment and fenced in yard. Rockland Harbor unobstructed View. Next to a park, boardwalk and beach. ...
From $336 per night (USD)Expedia
- From $185 per night (USD)
VRBO
Penobscot View, 4 bedroom home in Rockland Maine
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Charming 4-Bedroom Home with Lighthouse Views in Rockland, Maine: Penobscot View Welcome to our cozy and inviting 4-bed ...
From $185 per night (USD)VRBO
- From $129 per night (USD)
VRBO
1/2 Mi to Dtwn & Harbor Park: Home w/ Large Yard!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Pet Friendly w/ Fee | Roku + Netflix | Near Waterfront Dining | 4 Mi to Pen Bay Medical Center Nestled in the heart of ...
From $129 per night (USD)VRBO
- Click For Pricing
VRBO
Dog-friendly home 1 block from beach with firepit, amazing ocean views, & office
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Cottage by the Sea Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
Click For PricingVRBO
- Click For Pricing
Expedia
New Luxury Apartment Walking Distance to Coast
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Well-appointed high-end apartment for work or vacation. High-speed broadband internet, walking distance to downtown shop ...
Click For PricingExpedia
- Click For Pricing
VRBO
1901 Charm in Downtown Rockland
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
This sweet house is close to everything, making it easy to plan your visit. Above a gallery, this spacious apartment is ...
Click For PricingVRBO
- Click For Pricing
Expedia
Carriage House on the Harbor
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 0
Take it easy at this unique and tranquil getaway with a big fenced in yard. Rockland Harbor unobstructed Views. Next to ...
Click For PricingExpedia
- From $134 per night (USD)
VRBO
Charming In-Town Rockland Home
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Located in the heart of Midcoast Maine, this charming home has it all! Spacious first floor, well-stocked kitchen, two- ...
From $134 per night (USD)VRBO
- From $456 per night (USD)
Expedia
Waterfront home with ocean views, beach access, AC & washer/dryer - dog-friendly
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Lighthouse Lookout Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $456 per night (USD)Expedia
- From $321 per night (USD)
VRBO
Comfortable home near the beach - dog-friendly - full kitchen & washer/dryer
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Montgomery Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $321 per night (USD)VRBO
- From $200 per night (USD)
Expedia
New England Farmhouse Loft
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Classic White New England Farmhouse. Enjoy the newly built loft above the "barn". A separate entrance leads you upsta ...
From $200 per night (USD)Expedia
- From $101 per night (USD)
VRBO
Trade Winds on the Bay
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Aparthotel in Rockland with a health club and a coffee shop This smoke-free aparthotel features an indoor pool, a health ...
From $101 per night (USD)VRBO
- From $194 per night (USD)
Expedia
Dog-friendly cottage with amazing bay views & deck - snowbirds welcome
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Lupine Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $194 per night (USD)Expedia
- From $541 per night (USD)
VRBO
Newly Renovated Charming House with Cozy Fireplace & Outdoor Entertainment Areas
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Elegant Coastal Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $541 per night (USD)VRBO
- From $344 per night (USD)
Expedia
Serene Coastal Haven in Owls Head, ME
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Escape to tranquility at our charming 2-bedroom retreat in the heart of Owls Head, Maine! This peaceful coastal home off ...
From $344 per night (USD)Expedia
- From $106 per night (USD)
VRBO
Spectacular views, close to down town Rockland
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This is a unique property that is located just over the Rockland town line, in Owls Head, Maine. The property is looking ...
From $106 per night (USD)VRBO
- From $362 per night (USD)
VRBO
Charming Owls Head Retreat: 2 Mi to Rockland Coast
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Your peaceful mid-coast Maine getaway begins at this stunning vacation rental located just minutes from endless area att ...
From $362 per night (USD)VRBO
- From $411 per night (USD)
VRBO
Jaw-Dropping Coastal Mountain & Ocean View Post & Beam Log Getaway
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
If you are looking for absolutely stunning views and a unique setting enjoyed in complete privacy five to eight minutes ...
From $411 per night (USD)VRBO
- From $213 per night (USD)
Expedia
Lakefront Cozy Cottage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This a cozy lakefront cottage, tucked away in a private setting with breathtaking views of mountains and the lake. Minut ...
From $213 per night (USD)Expedia
- From $360 per night (USD)
VRBO
Oceanfront,Unobstructed Views Private Onsite ocean access to a small sandy beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Primrose A is a charming oceanfront two bedroom with corner apartment on Clam Cove (Glen Cove) with 1.5 bathrooms in a t ...
From $360 per night (USD)VRBO
- From $187 per night (USD)
Expedia
Oceanfront with Spectacular Views of Penobscot Bay
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Oceanfront, 1 bedroom in Owl's Head. Spectacular views of Penobscot Bay, Rockland Breakwater Lighthouse and major offsho ...
From $187 per night (USD)Expedia
- From $343 per night (USD)
VRBO
Relaxing Anchors Away Cottage in Glen Cove
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Conveniently located to Rockland, Rockport and Camden and centrally located to all coastal points of interest. Driveabl ...
From $343 per night (USD)VRBO
- From $297 per night (USD)
Expedia
Unobstructed Ocean Views Private Onsite Access to the water & small sandy beach.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The Loft is a charming, bright and sunny oceanfront one king bedroom apartment located on the ocean at Glen Cove, Rockpo ...
From $297 per night (USD)Expedia
- From $801 per night (USD)
VRBO
20 Acre Meticulously Renovated and Luxurious Waterfront Estate - One of A Kind!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 9
With an incredible new custom renovation, Rockport Retreat offers five bedrooms and four baths and provides luxurious ac ...
From $801 per night (USD)VRBO
- From $391 per night (USD)
Expedia
Oceanfront Private Ocean Access to a small sandy beach Unobstructed Water Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Primrose B is a charming oceanfront three bedroom, 2 bathroom, 2 story apartment located in a two story duplex house on ...
From $391 per night (USD)Expedia
- From $324 per night (USD)
VRBO
Genuine Maine Coast Cottage Experience - Stunning views of Penobscot Bay
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Breezing Up is a comfortable, original 100+ year old cottage with traditional cedar shingled exterior. The sunrises are ...
From $324 per night (USD)VRBO
- Click For Pricing
Expedia
Whispering Tides, on the shores of Rockland Harbor
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Whispering Tides | Harbor-View Retreat near Downtown Rockland Wake up to sweeping views of Rockland Harbor at Whisperin ...
Click For PricingExpedia
- From $350 per night (USD)
VRBO
Dynamite Beach Cottage
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
The cottage has two bedrooms each with full size beds including sheets, towels, etc. Fits four comfortably and five if o ...
From $350 per night (USD)VRBO
- From $284 per night (USD)
VRBO
Ocean Avenue Beach House - Steps to Sandy Beach - Close to Rockland's Main St.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
New Englander home in nice neighborhood 200 feet from sandy beach. Although in Owl's Head it is less than a 20 minute w ...
From $284 per night (USD)VRBO
- From $263 per night (USD)
VRBO
Seasonal conveniently located Family and Pet-friendly Lakefront Cottage.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Glamping! We are open from Memorial Day weekend to Columbus Day weekend. It's a small open concept cabin that is perfect ...
From $263 per night (USD)VRBO
- From $759 per night (USD)
VRBO
Schooners Landing - Luxury Oceanfront Home With Lighthouse Views
- Bedrooms:
- 6
- Bathrooms:
- 4
- Sleeps:
- 12
Leave the stress of everyday life behind and enjoy the peacefulness of a passing tall masted sailboat, watch the sun ris ...
From $759 per night (USD)VRBO
- From $654 per night (USD)
VRBO
Gorgeous Views of Penobscot Bay and the Samoset Resort's Golf Course
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Seasonal rental with breathtaking views of Penobscot Bay and Samoset Resort's 18-hole Championship Golf Course, this bec ...
From $654 per night (USD)VRBO
- From $600 per night (USD)
VRBO
Deluxe Oceanfront Rockport Resort 1
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
An oceanfront deluxe one-bedroom (approx 700 sq ft), accommodating 4 guests, at the award winning Samoset Resort in Rock ...
From $600 per night (USD)VRBO
- From $670 per night (USD)
VRBO
Luxury Oceanfront Home Overlooking Rockland Harbor and Lighthouse
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This beautiful waterfront home offers 4 bedrooms and 3 full baths and is located in the village of Owls Head, Maine (jus ...
From $670 per night (USD)VRBO
- From $763 per night (USD)
VRBO
2 Bedroom Townhouse - Rockport Resort On The Ocean
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
An oceanfront two-bedroom townhouse (1018 to 1032 sq ft), accommodating 6 guests, at the award winning Samoset Resort in ...
From $763 per night (USD)VRBO
- From $600 per night (USD)
VRBO
Deluxe Oceanfront 1 BR at Samoset Resort
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Unit 717 on the top floor of Building II at the Samoset Resort. The unit is closest to the ocean in the building and ha ...
From $600 per night (USD)VRBO
- From $164 per night (USD)
VRBO
Beautiful 1-Bedroom Condo on Penobscot Bay in Rockport ME Oct 11-Oct 18, 2025
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Located on beautiful Penobscot Bay in prestigious Samoset Village this 1-bedroom 1st floor condo is decorated with New E ...
From $164 per night (USD)VRBO
- From $303 per night (USD)
VRBO
Eastward on the Ocean- oceanfront condo on scenic Penobscot Bay
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Our HOA requires a 30 night minimum stay. Our home is in a development called "EASTWARD ON THE OCEAN", which is the mos ...
From $303 per night (USD)VRBO
- From $218 per night (USD)
VRBO
Beautiful 2-Bedroom Condo on Penobscot Bay in Rockport ME Oct 10-Oct 17, 2025
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Located on beautiful Penobscot Bay in prestigious Samoset Village this 2-bedroom 1st floor condo is decorated with New E ...
From $218 per night (USD)VRBO
- From $233 per night (USD)
VRBO
Comfortable, Close to Town Home, with Oceanview.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
This conveniently located home is 1.5 miles from downtown Rockland and all the local festivals. It is a short drive to C ...
From $233 per night (USD)VRBO
- From $88 per night (USD)
VRBO
Samoset Resort 1br suite, Friday check-in
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This offer is for a 7 Night Stay only from Friday to Friday. All other requests cannot be accommodated. Samoset Resort ...
From $88 per night (USD)VRBO
- From $492 per night (USD)
VRBO
Lovely Duplex, Eastward on the Ocean, Rockport, Midcoast Maine, pet friendly.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Our HOA requires a 30 night minimum stay. Located in Rockport, Maine, Eastward on the Ocean is a private community set ...
From $492 per night (USD)VRBO
- From $164 per night (USD)
VRBO
Cozy Upstairs Apartment Near Ocean.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
Watch the sun rise over the water; catch a summer breeze lounging on the deck, or play 'I spy' with ships passing by. 'Y ...
From $164 per night (USD)VRBO
- From $276 per night (USD)
VRBO
Rockport Log Cabin-A Peaceful Getaway in the Heart of Midcoast Maine
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Enjoy this quiet, spacious cabin getaway in Midcoast Maine on a 5 acre secluded lot. Surrounded by lush forests. Pine ...
From $276 per night (USD)VRBO
- From $545 per night (USD)
Expedia
Two level 2BR Condo on Golf Course at Samoset Resort for Fourth of July 2026
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Your cozy getaway awaits in Rockport at this fabulous resort. With 2 bedrooms featuring a king bed and a twin bed, along ...
From $545 per night (USD)Expedia
- From $425 per night (USD)
VRBO
SEASIDE COTTAGE - Town of Owls Head
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
THIS PROPERTY ONLY RENTS ON A FRIDAY TO FRIDAY SCHEDULE - 7 NIGHT MINIMUM REQUIRED ROOM LAYOUT: Main Level: Kitchen, L ...
From $425 per night (USD)VRBO
- From $465 per night (USD)
Expedia
A STONES THROW - Town of Owls Head
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
THIS PROPERTY ONLY RENTS ON A FRIDAY TO FRIDAY SCHEDULE - 7 NIGHT MINIMUM REQUIRED **2022 New dishwasher, countertops, ...
From $465 per night (USD)Expedia
- From $400 per night (USD)
VRBO
SEAFARER - Town of Owls Head
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
THIS PROPERTY ONLY RENTS ON A FRIDAY TO FRIDAY SCHEDULE - 7 NIGHT MINIMUM REQUIRED ROOM LAYOUT: 1st Floor - Kitchen, D ...
From $400 per night (USD)VRBO
- From $392 per night (USD)
Expedia
CLAM COVE BEACH COTTAGE- Town of Rockport
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
THIS PROPERTY ONLY RENTS ON A FRIDAY TO FRIDAY SCHEDULE - 7 NIGHT MINIMUM REQUIRED IN HIGH SEASON. 4 NIGHT MINIMUM IN OF ...
From $392 per night (USD)Expedia
- From $463 per night (USD)
VRBO
COOPERS BEACH COTTAGE - Town of Owls Head
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
THIS PROPERTY ONLY RENTS ON A FRIDAY TO FRIDAY SCHEDULE - 7 NIGHT MINIMUM REQUIRED ROOM LAYOUT: 1st Floor- Great Room ...
From $463 per night (USD)VRBO
- From $494 per night (USD)
Expedia
OCEAN OWL COTTAGE - Town of Owls Head
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
THIS PROPERTY ONLY RENTS ON A FRIDAY TO FRIDAY SCHEDULE - 7 NIGHT MINIMUM REQUIRED ROOM LAYOUT: 1st Floor - Kitchen, Li ...
From $494 per night (USD)Expedia
- From $310 per night (USD)
VRBO
25% OFF 2025 LABOR DAY WE+AUG, SEPT, OCT Days Oceanfront Adj. Resort +Lighthouse
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beautiful, oceanfront property and home next to Samoset Resort and Golf Course. Fully renovated, all new kitchen and bat ...
From $310 per night (USD)VRBO
- From $622 per night (USD)
Expedia
Gorgeous new mid-coast listing! Large, family friendly home, perfect location!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Are you looking to explore all that Maine has to offer? Chickawaukie Cottage is perfectly located on the mid-coast 10 mi ...
From $622 per night (USD)Expedia
- Click For Pricing
VRBO
Brand new modern farmhouse with harbor views
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Be the first to experience our brand new modern farmhouse overlooking Rockland Harbor in Owls Head, Maine. We just compl ...
Click For PricingVRBO
- From $517 per night (USD)
Expedia
Hatetoquitit, oceanfront home in Owls Head
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your coastal retreat in Owls Head where breathtaking views of Rockland Harbor await you. This charming 3-bed ...
From $517 per night (USD)Expedia
- From $514 per night (USD)
VRBO
Beautiful Private beach house on 2 acres Located in Owls Head❤️
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Escape to a beautiful beach cottage in Owls Head, Maine, where the refreshing ocean breeze and stunning views await. Wit ...
From $514 per night (USD)VRBO
- From $490 per night (USD)
VRBO
Wide ocean views from almost every room.
- Bedrooms:
- 0
- Bathrooms:
- 4
- Sleeps:
- 8
Charming vintage cottage overlooking Penobscot Bay and outer islands. Spectacular panoramic views from living room, dini ...
From $490 per night (USD)VRBO
- Click For Pricing
VRBO
Deluxe Oceanfront 1 BR at Samoset Resort
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Unit 822 of Building III at the Samoset Resort, which is one of the premier golf courses in Maine. The unit is ocean vi ...
Click For PricingVRBO
- From $314 per night (USD)
Expedia
Waterfront home with beautiful bay views - near shops & dining
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Tideview Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired d ...
From $314 per night (USD)Expedia
- From $467 per night (USD)
VRBO
Country Coastal Bungalow
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Coastal Oasis with a Western Twist in Owls Head, Maine! Nestled along the rugged coastline of Owls Head this oceanfront ...
From $467 per night (USD)VRBO
- Click For Pricing
Expedia
Newly Restored Mid Coast Cottage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy a stylish experience at this centrally-located place. Freshly and newly renovated with all brand new appliances an ...
Click For PricingExpedia
- From $371 per night (USD)
VRBO
Rockport Eco Homestead
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Come unplug at the Main House of Hill Spring Homestead. Central location only 10 minutes from Camden, 8 minutes from Roc ...
From $371 per night (USD)VRBO