Family-friendly holiday rentals in South Thomaston

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Popular amenities for South Thomaston family-friendly rentals

Family-friendly home rentals with a hot tub

Top guest favourite
Home in Woolwich
5 out of 5 average rating, 43 reviews

Amazing view, eagles, hot tub, 1 mi walk from Bath

GregoryRating, 5 stars3 weeks ago
Sometimes photos just don't do the real thing justice, and this is the case with this property. The property and the views are truly spectacular! The home is huge and has everything you could ever need to live for a week or more. The porch, especially the screened in portion are magnificent and the hot tub was a perfect way to finish up a great day. We had so many plans to adventure out, but found ourselves wanting to stay and enjoy the pristine yard or just sit on the porch and enjoy each others company, we didn't want or need to leave. Having coffee and watching eagles fly by over the river was truly spectacular. Judy is one of the nicest, easiest hosts we have had the pleasure to work with and truly appreciates your patronage. And Hugh's journal on all things Graywood is a lifesaver. Not only would we return again, but we look forward to it.
Top guest favourite
Home in Portland
4.97 out of 5 average rating, 224 reviews

Stunning & Spacious 6BR Waterfront House + Hot Tub

PeterRating, 5 stars2 weeks ago
The house was perfect for our group of 12. It was spacious and well-cared for. While not located in downtown Portland, it was just minutes away by car. There was ample parking in the driveway and on the street. Meghan was a very responsive and flexible host. We had a great time.
Top guest favourite
Flat in Falmouth
4.91 out of 5 average rating, 200 reviews

Falmouth 3br near Town landing

EllenRating, 5 stars2 weeks ago
David and Valle’s house is welcoming, and it was just right for our family get-together. The kitchen is very well set up for cooking, and the counter is both beautiful and a great place for gathering and conversation. There are many lovely touches in the house. We appreciated the yard and gardens, and our dog loved the walking trail. The location is peaceful but just a few minutes from Portland. David communicated well and offered helpful ideas for our visit.
Top guest favourite
Cabin in Chesterville
4.89 out of 5 average rating, 53 reviews

Lakefront Log Cabin escape-boats-fishing-hot tub

NicholaRating, 5 stars7 months ago
Just returned from the most fantastic 2 weeks exploring the US which included a weeks stay at Kiwi Lodge. Where to start? This was exactly as described and the perfect base for exploring Maine. The property was spotless and has all the amenities needed for a comfortable stay. 3 beautiful bedrooms, 2 great sized bathrooms, wonderful living area and kitchen and fantastic games room. Hot tub was brilliant. The location on the lake is just perfect, we had the lake to ourselves and took the canoe out. Nearest town of Farmington has all the shops and cafes you’d need. The communication from Kay was great from the day we booked, and recommendations we took her up on were all absolutely spot on. Thank you Kay and thank you Kiwi Lodge for a holiday to remember!
Guest favourite
Flat in Topsham
4.87 out of 5 average rating, 552 reviews

Cozy hot tub haven

ColeRating, 5 stars1 week ago
Nice stay, nice host, lots of recommendations in binder for things to do. Nice hot tub. Cozy place and location. DQ right across the street.
Guest favourite
Cottage in Verona Island
4.89 out of 5 average rating, 172 reviews

Nashport on the Penobscot

AmyRating, 5 stars4 days ago
We had a very relaxing vacation. Verona Island is convenient for day trips to a number of attractions like Acadia, Camden and even Monhegan Island. Even when the weather was bad there was plenty of table space for puzzling, Bananagrams and Scrabble. The house was comfortable with views of the Penobscot River.
Guest favourite
Guest house in Appleton
4.9 out of 5 average rating, 298 reviews

Raven's Crossing - Retreat Cottage

AylaRating, 5 stars2 months ago
What an awesome place to stay! Lori was incredibly gracious and accommodating with out late arrival. The cabin towards the back of the property was so cozy. Fantastic stay and would definitely recommend!
Superhost
Home in Lincolnville
4.93 out of 5 average rating, 14 reviews

Gorgeous Home w/fantastic views -10 mins to Camden

LoriRating, 5 stars2 weeks ago
Our family of 10 (and 5 pups) were welcomed aboard Bonny’s maritime treasure of sophisticated comfort while attending a family wedding in nearby Rockland. Grand furnishings throughout the home were complemented by down-filled pillows, personal photos of family fun, tasteful memorabilia, and nautical accessories, each hand-selected and impeccably placed. The spacious, oversized bedrooms and bathrooms were appointed for every possible need. The home’s surrounding expansive landscape was ideal for roaming of pups and their humans alike, while board game selections inside made for great late-night family debate. A General Store is located nearby for essentials, while a 20-minute drive to downtown Camden offered waterfront wine bars, breweries, delis, and fine dining restaurants among art galleries, outfitters, and boutiques. The beautiful coastal Maine drive presented several renowned lobster shack options as well. While over much too soon, we enjoyed every second of our Lincolnville stay.

Family- and pet-friendly home rentals

Guest favourite
Home in Bangor
4.82 out of 5 average rating, 409 reviews

Cozy House Surrounded by Nature in Bangor

AnkurRating, 5 stars3 days ago
My friends and I enjoyed our stay at this airbnb. The location was easy to find and access, and it met our needs for our stay in the area. The airbnb was very cozy, and as a bonus, came with friendly chickens on the property! :) Natalie was very responsive and provided excellent communication. We would definitely recommend this place and this host to anyone looking for a rental in the area. Thank you!
Guest favourite
Cabin in Boothbay
4.95 out of 5 average rating, 446 reviews

Simple Boothbay Log Cabin on Water

TorreyRating, 5 stars6 days ago
Elia's cabin is magical. What a beautiful and peaceful place. We had everything we needed, but be sure to bring bug spray.
Guest favourite
Cabin in Deer Isle
4.88 out of 5 average rating, 144 reviews

Long Cove Artist Cottage

Carmen Rating, 5 stars3 weeks ago
My husband and I spent a wonderful week at Judith’s cottage in Deer Isle. Judith, her partner Linda, and Kate (Linda's daughter) were incredibly welcoming—always kind, helpful, and full of great recommendations about the area, from hiking trails and restaurants to local shops and the island’s fascinating history. We truly enjoyed our conversations with them, and they were also very respectful of our privacy. The cottage is rustic but cozy and comfortable, with everything we needed for a relaxing stay. The Wi-Fi worked well, and the garden and views of the cove were beautiful. It’s also a great location for exploring Deer Isle, the Blue Hill Peninsula, and even Acadia National Park. We’re grateful for the hospitality and would gladly return!
Superhost
Flat in Brunswick
4.75 out of 5 average rating, 256 reviews

King Size Bed - Little House On Lincoln Street

BobbieRating, 5 stars2 weeks ago
Had a relaxing stay this past weekend. The apartment had all that I needed and was close to great restaurants. As always, Spencer was a fantastic host. I would stay here again.
Top guest favourite
Home in Wayne
4.94 out of 5 average rating, 214 reviews

Peaceful Getaway at The Ledges

JeffreyRating, 5 stars8 months ago
Our stay at Margaret's home was very relaxing and comfortable. Pristine bathroom, kitchen and bedding. The lake view was so much more than we anticipated. It was serene, peaceful, and breathtaking. She went out of her way to answer questions for us about the area, and we left feeling like we just gained a new friend. Jeff and Donna
Guest favourite
Campsite in Penobscot
4.98 out of 5 average rating, 123 reviews

Private Lakeside Camping in Penobscot, Maine

CourtneyRating, 5 stars5 days ago
Great spot right on the lake! Very quiet and beautiful, it felt like we were the only ones on the lake. Perfect little camp to explore the area, it had everything we needed. The warm shower was perfect and much needed after primitive camping for a few days. The camper was super cozy, too. Would gladly visit again!
Guest favourite
Home in Phippsburg
4.93 out of 5 average rating, 269 reviews

Classic Maine, Modern Comfort

AnnRating, 5 stars4 days ago
We did not want to leave this home! It was stunning and had everything we could possibly need. Close to the beach. Spinney’s restaurant was right up the road. It was quiet and peaceful. It was good for the soul. We will definitely be back!
Guest favourite
Cottage in Orrington
4.88 out of 5 average rating, 106 reviews

Lakefront Stargazing Haven w/Loons, 45 Min Acadia

JoshuaRating, 5 stars1 week ago
Tucked in the woods of Orrington, Maine, this lakeside retreat offers a rare kind of stillness. Facing south on the water’s edge, it provides serene views of both sunrise and sunset that frame each day in quiet beauty. Wildlife is abundant, loons echo across the lake and deer move gently through the trees, yet the home is only a short drive from Bangor’s restaurants, trails, and conveniences. We initially booked for three nights but quickly extended to four. This place invites lingering. It’s easy to settle into the rhythm of the land, the lake, and the quiet. Inside, the home is curated with care including a lovely vinyl collection; late night jazz and morning classical set the perfect tone for slow coffee and reflection. The host was responsive and thoughtful throughout, making everything seamless. We will absolutely return and recommend this home to anyone seeking not just a place to stay, but a space to truly be.

Family-friendly home rentals with a pool

Top guest favourite
Flat in Cornville
4.86 out of 5 average rating, 135 reviews

Large Home with Great View next to horse farm

WilfredoRating, 5 stars4 weeks ago
Beautiful and peaceful place! Just admiring the surroundings let the peace and tranquility set in and consume you. Highly recommend! Teresa is a wonderful host and flexible to your needs. Will definitely visit again, thank you Teresa!
Top guest favourite
Flat in Boothbay Harbor
5 out of 5 average rating, 32 reviews

Luxury Condo on Water's Edge in Boothbay Harbor

HollyRating, 5 stars3 months ago
A few times while wandering around midcoast Maine in late March, we were asked if this is when we usually came to vacation here. Yes, we are educators from the Southwest, and this was our spring break, so this is when we came to visit, but honestly, it is so peaceful this time of year. Especially Boothbay Harbor, and what we imagined while walking around the very quiet town would be a very different place in July! Our experience at Abby’s space was absolutely wonderful and serene in the spring. The thoughtful touches (thank you for the bottle of Maine wine and jar of blueberry jelly!) made it even more special. Thank you, we hope to be back one day.
Superhost
Flat in Rockland

Heart of Rockland Maine

DeborahRating, 5 stars9 months ago
Aimee was wonderful to deal with. Her place was absolutely beautiful. we definitely picked the right place. the sunrises were so awesome. Rockland was a gorgeous little town.
Home in Harpswell
5 out of 5 average rating, 8 reviews

The Point, At The Edge Of The Ocean

KamalaRating, 5 stars9 months ago
Our stay here was amazing, the house is adorable and the views are stunning. The pool was the perfect temperature and the whole family was in the pool every day, plus the views from the pool were pretty remarkable. Sherri was a great host and super communicative and helpful. The house is set up perfectly for a large group with cute little restaurants a short car ride or boat ride away. We will definitely be back!
Guest favourite
Flat in Falmouth
4.97 out of 5 average rating, 95 reviews

Poolside Suite-Gateway to Portland

DavidRating, 5 stars4 days ago
Maryann was a wonderful host and Maine is a wonderful state to visit. We couldn't have been happier with the place!
Guest favourite
Home in Portland
5 out of 5 average rating, 11 reviews

The Hill's on Buttonwood

DanielRating, 5 stars7 months ago
Home is very expansive with room for multiple families to reside together. Lots of games and activities for all ages. Amazing location within minutes to airport and short drive to downtown
Guest favourite
Flat in Stonington
4.93 out of 5 average rating, 15 reviews

The Carriage House at Spruce Harbor

TimRating, 5 stars11 months ago
My husband and I, and our two pups had a fantastic time in the Carriage House for a week. Part of a breathtaking private/secret compound on the water…with the most incredible private tidal pool. The place is so authentic, which is what we love about staying in ME when we can escape. We were so blessed to find Margaret’s place last minute. Margaret’s mother, Sally, and her husband were in the main Kate’s house. So so sweet they were to us and our girls. A dog paradise. We are foodies. Plenty of good restaurants around - just a few minutes to the adorable village of Stonington. Around the corner is one of the best restaurants in the country - Aragosta. We can’t wait to return…hopefully, in the Fall. A trip we will always remember. Thank you, Margaret & Family.
Guest favourite
Home in South Thomaston
4.96 out of 5 average rating, 95 reviews

Large private area, close to Rockland

JeffRating, 5 starstoday
Rockland, June 2025 The house was spacious and comfortable. The house is well stocked and clean. Rockland is a nice area that we plan to visit again.

Quick stats about holiday rentals that are family-friendly in South Thomaston

  • Total rentals

    70 properties

  • Nightly prices starting at

    ₹4,300 before taxes and fees

  • Total number of reviews

    2.6K reviews

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    70 properties include access to wifi

Destinations to explore