South Thomaston vacation rentals

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Top-rated vacation rentals in South Thomaston

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Guest favorite

Guest suite in Thomaston

4.86 out of 5 average rating, 110 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.

May 10 – 17

G$19,376 GYD 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 4 – 11

G$29,673 GYD per night

Guest favorite

Cottage in South Thomaston

4.93 out of 5 average rating, 114 reviews

Timeless Tides Cottage

This comfortable 2 bedroom, one bathroom, A-frame pine cottage is set on its own private point with 350 feet of waterfront! Cook out on the grill, lounge on the deck or dock while taking in the wildlife on a beautiful tidal river. Watch nesting Bald Eagles and Great Blue Herons fishing! There is plenty of sight-seeing in this picturesque area. Rockland is just 10-minutes away where you can enjoy shopping, restaurants, museums, galleries, lighthouses and festivals.

Feb 15 – 22

G$54,004 GYD per night

Guest favorite

Guesthouse in Rockland

4.88 out of 5 average rating, 315 reviews

Sweet Willow Suite, Rockland, private 1st floor

1-bdrm apartment in stand alone building. Light-filled open area, queen bed, full bath with walk-in shower. Located on a quiet street 1.5 blocks from Main St., restaurants & pubs, thriving arts community, and bus and ferry terminals. Suite includes many safety features. Host is hands-on, will greet you at check-in, then respect your privacy. If you are looking for a totally anonymous experience, this is not it. Licensed with the City of Rockland #STR24-7.

Oct 19 – 26

G$28,178 GYD per night

Guest favorite

Cottage in Rockport

4.95 out of 5 average rating, 165 reviews

Designer’s Coastal Retreat with Simple Luxuries

A designer’s stunning retreat just a short walk to Rockport harbor. This newly renovated 1920’s one bedroom cottage is tucked into a forested granite hillside with oversized windows to take in the view. Artfully furnished with a minimalist sensibility, the space has been fully winterized in order to be a year round sanctuary. A top of the line steam shower, heated bathroom floor, modern gas fire place, and pigmented plaster walls add touches of luxury.

Mar 24 – 31

G$30,289 GYD per night

Guest favorite

Home in Rockport

4.95 out of 5 average rating, 259 reviews

Sweet home away (pet friendly)

Single floor living at its finest. Conveniently located to both Camden and Rockland, enjoy this 3 bdrm 1.5 bath home in a great country setting. Just 1/2 mile to route 1 and very close to the ocean. Come enjoy the large back deck over looking the peaceful maine woods. The front door in about 50’ from the road, which can be busy at certain time of the day. There is 1 ring doorbell for everyone’s security outside the front door of the house.

Sep 23 – 30

G$35,706 GYD per night

Guest favorite

Apartment in Owls Head

4.97 out of 5 average rating, 130 reviews

Coastal Vintage Living

This is a spacious 1000 sq. ft. apartment in my childhood home that has been renovated in Spring 2020 with a modern coastal theme and well appointed with vintage items. We have a well stocked kitchen, cozy dining/living room with a 43" Roku TV, and full laundry. Try a pastry from the professional baker across the road, take a walk down the street to Crockett's Beach, or go for a stroll in downtown Rockland. Remote check-in available.

Oct 17 – 24

G$34,559 GYD per night

Guest favorite

Guest suite in Rockland

4.96 out of 5 average rating, 157 reviews

Salty Dog Hilltop Guest Suite (permit #SDR22-18)

This guest suite is located in the lower level of our NetZero post & beam home which sits on a mountain overlooking the Penobscot Bay. The over 600 sq. ft. large open floor plan is spacious & clean with a large private patio. The location is quiet and peaceful while only 5 minutes from the action in downtown Rockland and only 15 minutes from Camden. This is a great home base to explore all that the Midcoast area has to offer.

Nov 21 – 28

G$31,166 GYD per night

Guest favorite

Guest suite in Rockland

4.98 out of 5 average rating, 347 reviews

5 Laurel Studio private entrance STR20-69

Open concept small studio, private patio and entrance, full kitchen. 2 minute walk to the ocean , Lobster and Blues Festivals. A small swimming beach is a 5 minute walK, 5-10 minutes gets you to the Farnsworth and CMCA museums, Strand Theater, restaurants, antiques shops & galleries. ALSO NOTE we do not have television. We have wifi but you must bring your own device . EXEMPT FROM ACCEPTING SERVICE DOGS

Oct 7 – 14

G$20,529 GYD per night

Guest favorite

Place to stay in Owls Head

4.98 out of 5 average rating, 160 reviews

A comforting sweet off grid cabin near the beach!

Get away from it all when you stay at our sweet little off grid cabin in the woods. A place where sleep and peace meet! Surrounded by 15 acres of woods and fields and within walking distance to Birch Point State Park, you'll have a perfect little getaway - all while being only a few minutes away from Rockland.

Nov 11 – 18

G$30,064 GYD per night

Guest favorite

Apartment in Rockland

4.96 out of 5 average rating, 100 reviews

Mountain to Sea Serenity

Our place is a light and airy spacious studio with expansive views of both the ocean and mountains! Close to Rockland and Camden Downtown and Owls Head Airport. It offers rustic elegance and serenity. Good for couples, solo adventurers, and business travelers.

Nov 10 – 17

G$34,043 GYD per night

Guest favorite

Cabin in Camden

4.83 out of 5 average rating, 706 reviews

Cozy Village Cottage

Cozy, isolated, well stocked cottage cleaned by a professional cleaning crew awaits your visit. Need a quiet, inexpensive 'get away' where you can work and relax? Contact for long term stays this winter and alternatives to the week long requirement.

Feb 25 – Mar 4

G$18,880 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for South Thomaston vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Stay near South Thomaston's top sights

Owls Head Lighthouse73 locals recommend

Owls Head Transportation Museum70 locals recommend

McLoons Lobster Shack36 locals recommend

Owl's Head State Park3 locals recommend

Maine State Prison Store13 locals recommend

Athens Mediterranean Pizzeria7 locals recommend

Other great vacation rentals in South Thomaston

Guest favorite

Home in Appleton

4.96 out of 5 average rating, 122 reviews

The Barn

May 21 – 28

G$29,726 GYD per night

Guest favorite

Apartment in Rockport

4.93 out of 5 average rating, 228 reviews

Breathtaking Views Secluded Quiet Retreat

Oct 26 – Nov 2

G$35,519 GYD per night

Guest favorite

Guesthouse in Orland

4.99 out of 5 average rating, 103 reviews

Cozy cottage in Orland Village-Penobscot Bay area

Dec 17 – 24

G$22,339 GYD per night

Guest favorite

Apartment in Rockland

4.97 out of 5 average rating, 192 reviews

Harbor Duet Apartment

G$28,200 GYD per night

Guest favorite

Apartment in Rockport

4.96 out of 5 average rating, 352 reviews

ONE BIG ROOM Studio in Rockport

Jan 24 – 31

G$29,528 GYD per night

Guest favorite

Guesthouse in Lincolnville

4.97 out of 5 average rating, 327 reviews

"The Lair" Guesthouse

Mar 19 – 26

G$28,434 GYD per night

Guest favorite

Cottage in Saint George

4.95 out of 5 average rating, 37 reviews

Quiet Cove Cottage Retreat

Sep 11 – 18

G$36,826 GYD per night

Guest favorite

Cottage in Saint George

5.0 out of 5 average rating, 28 reviews

Minwood Cottage

Sep 1 – 8

G$30,604 GYD per night

Show all

Other great vacation rentals in South Thomaston

Guest favorite

Guesthouse in Thomaston

4.88 out of 5 average rating, 8 reviews

The Barn Stay Studio

May 7 – 14

G$21,644 GYD per night

Guest favorite

Guesthouse in Cushing

4.97 out of 5 average rating, 74 reviews

Look! River Run Cottage on tidal salt waterfront

Aug 25 – Sep 1

G$46,062 GYD per night

Guest favorite

Tiny home in Rockland

4.96 out of 5 average rating, 46 reviews

Simplicity-Just what you need! STR24-20

Jun 19 – 26

G$29,047 GYD per night

Guest favorite

Apartment in Waldoboro

4.97 out of 5 average rating, 86 reviews

Studio Apartment with Kitchen

Oct 23 – 30

G$20,245 GYD per night

Guest favorite

Home in Waldoboro

4.98 out of 5 average rating, 62 reviews

1830s Cape hosted by George & Paul

Jan 2 – 9

G$20,560 GYD per night

Superhost

Apartment in Saint George

4.93 out of 5 average rating, 70 reviews

Saint George Peninsula Retreat

May 12 – 19

G$31,466 GYD per night

Guest favorite

Home in South Thomaston

5.0 out of 5 average rating, 30 reviews

Weskeag Cottage - Arcade, Fire Pit, Clean & Bright

Nov 20 – 27

G$47,911 GYD per night

Guest favorite

Home in Waldoboro

5.0 out of 5 average rating, 47 reviews

Small But Mighty (Elegant) Rural Retreat

Jun 23 – 30

G$29,535 GYD per night

Show all

Quick stats about vacation rentals in South Thomaston

Total rentals
120 properties
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Pet-friendly rentals
50 properties allow pets
Family-friendly rentals
70 properties are a good fit for families
Total number of reviews
4.3K reviews
Nightly prices starting at
G$10,445 GYD before taxes and fees

Frequently Asked Questions

Are there pet-friendly vacation rentals in South Thomaston?
Four-legged friends are welcome in South Thomaston. Choose from more than 50 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in South Thomaston?
Yes! Work meets play with ease at over 40 vacation rentals in South Thomaston featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there family-friendly house rentals in South Thomaston?
South Thomaston has more than 50 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in bed and breakfast rentals in South Thomaston?
Experience the best of South Thomaston with our bed and breakfast rentals, starting at about $210 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in South Thomaston have air conditioning?
Absolutely! We offer over 20 house rentals with air conditioning in South Thomaston. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in South Thomaston have wireless internet?
Absolutely! We offer over 50 house rentals with wireless internet in South Thomaston. Enjoy a tailored experience with all the comforts you desire.
Do cottage rentals in South Thomaston have a bbq area?
Absolutely! We offer over 10 cottage rentals with a bbq area in South Thomaston. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Cottage Rentals in South Thomaston?
Enhance your stay in our Cottage Rentals with the most popular amenities: over 10 homes with wireless internet, over 10 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.

South Thomaston vacation rentals

Top-rated vacation rentals in South Thomaston

Vacation rentals for every style

Houses

Hotels

Unique stays

Popular amenities for South Thomaston vacation rentals

Stay near South Thomaston's top sights

Other great vacation rentals in South Thomaston

Home in Appleton

Apartment in Rockport

Guesthouse in Orland

Apartment in Rockland

Apartment in Rockport

Guesthouse in Lincolnville

Cottage in Saint George

Cottage in Saint George

Other great vacation rentals in South Thomaston

Guesthouse in Thomaston

Guesthouse in Cushing

Tiny home in Rockland

Apartment in Waldoboro

Home in Waldoboro

Apartment in Saint George

Home in South Thomaston

Home in Waldoboro

Quick stats about vacation rentals in South Thomaston

Total rentals

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Are there pet-friendly vacation rentals in South Thomaston?

Are there vacation rentals with a dedicated workspace in South Thomaston?

Are there family-friendly house rentals in South Thomaston?

How much does it cost to stay in bed and breakfast rentals in South Thomaston?

Do house rentals in South Thomaston have air conditioning?

Do house rentals in South Thomaston have wireless internet?

Do cottage rentals in South Thomaston have a bbq area?

What are the most popular amenities for Cottage Rentals in South Thomaston?

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