Family-friendly vacation rentals in Gray

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Popular amenities for Gray family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite
An inviting outdoor pool area features a hot tub bubbling with water, surrounded by lush trees. A larger swimming pool is also visible in the background, along with lounge chairs positioned along its edge. The serene atmosphere is complemented by ample greenery.
Condo in Bartlett
4.87 out of 5 average rating, 305 reviews

Attitash Studio | 5min to Storyland| Pools

StaceyRating, 5 stars4 days ago
Great location and lots of amenities to keep everyone busy! Condo was clean, spacious and comfortable. There was clear communication and we'll definitely be staying again when we come back to the area!
Top guest favorite
A warm interior scene highlights rich hardwood flooring and original wooden trim. To one side, a cozy seating area features a light grey sofa. In the background, a dining table surrounded by chairs complements a wooden sideboard, which showcases glass-paneled cabinets.
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 favorite
Apartment 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.
Guest favorite
An aerial view showcases the cozy ranch home nestled in a vast pasture, surrounded by vibrant autumn foliage. The backdrop features rolling mountains under a clear blue sky, while winding roads and scattered trees create a picturesque rural scene.
Home in Newry
4.95 out of 5 average rating, 159 reviews

Brownie- Comfy Modern Ranch Home w/Hot Tub

TimothyRating, 5 stars3 months ago
We love staying at the Brownie. It’s a great home for any active family that appreciates a quiet surrounding. Great home and so close to SR. It can’t be beat.
Guest favorite
The exterior of the multi-story condo is depicted, surrounded by lush greenery and tall trees. A well-maintained lawn provides an open area, with a picnic table visible in the distance. The building features multiple balconies, offering outdoor space for guests.
Condo in Bartlett
4.84 out of 5 average rating, 358 reviews

Quiet Condo Close to Shopping and Attractions

KeighleyRating, 5 stars1 month ago
Amazing place! Clean, lots of amenities, and the place had all the basics you could need! I will definitely be referring friends and returning for future trips!
Guest favorite
A private deck area showcases a hot tub, emitting a soft blue light. Two chairs are positioned nearby, with a decorative cushion displayed on one. Lattice fencing and greenery provide privacy, creating an inviting setting for relaxation at night.
Apartment 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 favorite
The image showcases a bright interior with vaulted ceilings, featuring large angular windows that allow natural light to fill the space. A rustic brick fireplace with a black stove is centered against a wall. A wooden ceiling fan hangs above, enhancing the cabin-like atmosphere.
Home in Waterford
4.85 out of 5 average rating, 239 reviews

Maine Lakes Region house (private hot tub)

PatrickRating, 5 stars4 months ago
The spot was perfect for a weekend of skiing and riding snowmobiles. Exactly what we were looking for in a vacation home. Paul was great at recommending places and his response time was great. Also the wood burning stove made the weekend cozy and perfect.
Guest favorite
A spacious stone courtyard features a large stone fireplace surrounded by seating areas. Potted plants add greenery to the space, with outdoor furniture, including a table and chairs, positioned for relaxation. Strings of lights outline the patio, creating a welcoming ambiance.
Cabin in Rochester
4.94 out of 5 average rating, 230 reviews

awesome private cabin

JoshuaRating, 5 stars1 month ago
Dave was an amazing host and he provided the best possible get away for our first wedding anniversary. It was private there is so much beautiful outdoor art to look at and the hot tub was the perfect way to wind down after the day. If there was a 6 star option I would give it this was everything we wanted and needed and then some

Family- and pet-friendly home rentals

Guest favorite
A spacious deck is highlighted by a large red umbrella over a table, surrounded by four wicker chairs. Lush greenery and colorful flowering bushes create a natural backdrop, enhancing the outdoor seating area in the yard.
Guest suite in Freeport
4.73 out of 5 average rating, 582 reviews

Freeport Village Sunny Studio

MattRating, 5 stars1 week ago
Jennifer was a phenomenal host. She was very accommodating (we were traveling with our 8 month old) which was extremely helpful. The place was spotless, quiet and very peaceful. We felt right at home and you can easily walk right to downtown Freeport. Highly recommend this host and this location!
Guest favorite
A rustic cottage with dark wood siding is surrounded by greenery. Two adirondack chairs are positioned on the grassy lawn in front of the house, which features large windows and a spacious deck. Trees provide shade on a bright, sunny day.
Home in Yarmouth
4.81 out of 5 average rating, 138 reviews

Kelley's Ocean View Cottage

SamanthaRating, 5 stars5 days ago
My friends and I made a road trip to Maine and spent the week in this adorable home. The place was clean, peaceful, and comfortable. We enjoyed the scenery and made a few memories in our home away from home. Brad was super responsive and very helpful with our stay, making the experience top tier. We loved having a little peace away from the city and would highly recommend to anyone looking to enjoy Portland/Yarmouth! Hope to visit again someday!
Guest favorite
Two wooden Adirondack chairs are positioned by the riverbank, offering a view of the calm water and lush greenery across the river. A small table sits between the chairs, surrounded by a sandy area dotted with leaves.
Cabin in Dresden
4.95 out of 5 average rating, 186 reviews

McKeen's Riverside Retreat

KathleenRating, 5 stars1 month ago
We have stayed at Jackies place twice now and enjoyed it just as much this time as the last. Even though it rained for two days the house is plenty big enough to spread out. We had to change our reservation days twice because of circumstances and Jackie was very accomidating..
Guest favorite
A charming white cottage with a sloped roof is situated near the water's edge. Orange window boxes add a pop of color to the exterior, while a stone patio features several wooden chairs. Lush greenery surrounds the property, providing a natural backdrop.
Home in Bath
4.91 out of 5 average rating, 345 reviews

Gorgeous Studio on the Kennebec

AlexandraRating, 5 stars1 week ago
Easy 5 stars! Phillip was kind, proactive and responsive. The space, while quaint and simple, was clean, had all the essentials and, it was perfect for a week visiting my grandparents/ working remote! Not to mention my dogs loved being a half mile from the Bath dog park. Highly recommend if you’re looking for a Maine mid-coast getaway!
Guest favorite
A compact kitchen area is shown, featuring a full-size refrigerator, stove, and sink with countertop space. Cabinets are installed above and below the counter. A cozy futon couch is positioned in the foreground, complementing the warm wooden paneling on the walls.
Home in Albany
4.83 out of 5 average rating, 453 reviews

Cozy Guest Suite in White Mountain National Forest

BrianRating, 5 stars3 days ago
Great little place! Was perfect for my wife and I and our dog. Walking distance to the Tin Mountain Conservation Center trails which were great for walking our dog. Bed was so comfortable, and we slept so well.
Top guest favorite
A serene view of Wilson Pond is presented, bordered by lush greenery and rolling hills. The lake reflects the blue sky and scattered clouds, creating a peaceful natural landscape. The surrounding trees provide a rich frame, highlighting the tranquil waters.
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 favorite
A tranquil lakeside scene captures a small dock with a chair and table set under the warm glow of sunset. Surrounding greenery frames the view, enhancing the serene atmosphere of the water, which reflects the soft hues of the evening sky.
Cottage in Fayette
4.97 out of 5 average rating, 101 reviews

Classic Lakefront Maine Cabin

CarolRating, 5 stars9 months ago
What a beautiful location! David is a great host. He made sure we had good directions, tips for the area, and was quick to answer any questions. The lakeside cabin has absolutely everything you need to have a peaceful, relaxing vacation. The view of the lake is spectacular. The cabin is very clean, has a well stocked kitchen, comfortable beds and Echo lake is a gorgeous pristine lake. Every morning, we enjoyed our coffee on the dock. We swam, kayaked, canoed and even tried out the paddle boards that came with the house. We would love to come back! Thanks!
Superhost
Cottage in Freedom
4.79 out of 5 average rating, 484 reviews

Lakefront, Beach Private, Amazing Views, & pets!

GregoryRating, 5 stars2 weeks ago
Helen's home was in the most beautiful location, very peaceful and the perfect spot to unwind. Sitting out on the deck looking off into the water was the most amazing feeling and we also had amazing weather to enjoy some canoe rides with our dog, which was her first time so that made a wonderful memory. The layout of the home, the sliders to the deck and access to the water, there is no other way vacation! We didn't want to leave, hoping to be back!

Family-friendly home rentals with a pool

Guest favorite
A private outdoor deck features a red Adirondack chair overlooking expansive green landscapes and distant mountain views. Soft lighting is provided by lanterns hanging from a sturdy wooden pergola, creating a peaceful setting for relaxation in nature.
Condo in Intervale
4.94 out of 5 average rating, 169 reviews

Upscale retreat w/ panoramic White Mountain views

ChrisRating, 5 stars8 months ago
We really enjoyed our stay at Lisa’s house in our white mountains foliage trip. Very quiet and stunning views of the mountains in color right in the living room. Secluded location but very short drive to Jackson and Conway. We would be happy to return again. Highly recommended!
Superhost
An outdoor heated swimming pool is showcased, surrounded by a spacious deck. The water appears clear and inviting, with steam rising from the surface. Pool depth is marked at 8 feet. Nearby, a hot tub is available for relaxation.
Condo in Newry
4.68 out of 5 average rating, 244 reviews

Slopeside Sunday River Condo Brookside 2A210

AlexanderRating, 5 stars1 month ago
Great place to stay with an awesome view of white heat!
Top guest favorite
An indoor pool area is featured, surrounded by large windows allowing natural light to flood in. Lounge chairs are spaced around the pool's perimeter, and the ceiling is adorned with warm wooden panels. The pool's surface reflects the inviting ambiance of the space.
Condo in Bartlett
4.96 out of 5 average rating, 184 reviews

★Spacious, Updated, Beautiful Condo @ The Seasons★

JoshuaRating, 5 stars4 months ago
The condo was nicely stocked and had everything we needed for our family. Extra blankets in each closet and the beds were so comfortable! Easy to find and very close to the mountain we were skiing at for the week. Clubhouse with the pool was also within walking distance which was a huge plus.
Guest favorite
An indoor pool area features a rectangular pool with smooth edges, surrounded by a spacious deck. Lounge chairs are arranged along the walls. Large windows provide ample natural light, and wooden paneling adds warmth to the setting.
Apartment in Bartlett
4.8 out of 5 average rating, 119 reviews

Storyland, golf, hiking, kayak and more

CindyRating, 5 stars4 months ago
We had a lovely stay at the condo. It was the most comfy place to get snowed in. We received about a foot of snow the night we checked in and Seasons was very helpful to continually plow and shovel walkways. We explored the property and had fun sledding down hills with our tube. The condo is very clean and comfortable and has everything you may need. It was still decorated for the holidays which was a nice touch as well. The electric fireplaces worked great and were so pretty to look at. All of the furniture was very cozy and comfortable. The carpet throughout is great on cold days. We highly recommend a sleigh ride at Nestlenook farm if staying in the winter. Living Shores Aquarium is down the block and a great place to visit with kids. Diana’s Baths is a short drive away and beautiful to explore in the snow. Our daughter loved seeing the frozen waterfall. There are lots of restaurants nearby. We can’t wait to come back and see it during the summer months.
Guest favorite
A large outdoor pool area is surrounded by lounge chairs in vibrant colors. The pool is complemented by neighboring buildings with multiple windows, providing a welcoming atmosphere. The concrete patio offers ample space for relaxation and sunbathing, with a barbecue area visible in the background.
Condo in Wells
4.85 out of 5 average rating, 188 reviews

Two-Bedroom Condo on the Wells/Ogunquit town-line

SusanRating, 5 stars2 weeks ago
Christopher was a helpful host and his place was perfect! Clean, fully stocked, great location. It was close to lots of beaches and restaurants and the pool was great for the little ones
Guest favorite
An open living area includes a dining table with four chairs, a comfortable sofa set, and a television mounted on the wall. A kitchenette with modern appliances can be seen in the background. Natural light filters through the windows, enhancing the warm tones of the room.
Apartment in Conway
4.89 out of 5 average rating, 102 reviews

Main Street for 6!

JordanRating, 5 stars2 weeks ago
I’ve been to North Conway many times and this one was one of my favorites. The location is perfect and the space is wonderful. You’re at the center of everything and it’s a great location for families. I will definitely use this location again the next time I come to North Conway.
Guest favorite
A wooden playground structure is displayed with a slide and swings, set on a sandy area. The structure features a playhouse design beneath a slanted roof, surrounded by green grass. Nearby, laundry is hung on a clothesline, and trees form a natural backdrop.
Condo in Bartlett
4.92 out of 5 average rating, 463 reviews

Across from Storyland & in the Heart of the Mtns

AngelaRating, 5 stars1 month ago
Great stay! Very responsive host with awesome local recommendations that really made the trip. Would definitely come back!
Guest favorite
A comfortable living area is presented with a dark leather sofa and two wooden lounge chairs. Soft lighting from lamps creates a warm ambiance. A coffee table stands at the center, and large sliding glass doors open to a view of the outdoor grounds.
Condo in Bartlett
4.89 out of 5 average rating, 264 reviews

Intimate Garden Style Condo with Mountain Views

MollyRating, 5 stars4 months ago
We had a wonderful stay here! We were up for a weekend to enjoy the snow and mountains and appreciated how close it was to everything we planned. We had a snow storm the second night and the grounds maintenance was perfect, we had no problem walking right out the door. We would recommend heading for a stay!

Quick stats about vacation rentals that are family-friendly in Gray

  • Total rentals

    70 properties

  • Nightly prices starting at

    ﺩ.ﺇ257 before taxes and fees

  • Total number of reviews

    3K 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

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