Family-friendly holiday rentals in Gray

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Popular amenities for Gray family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favourite
Apartment 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 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.
Guest favourite
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 favourite
Apartment 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 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
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 favourite
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 favourite
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 favourite
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 favourite
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 favourite
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 favourite
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 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
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 favourite
Apartment 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
Apartment 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 favourite
Apartment 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 favourite
Flat 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 favourite
Apartment 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 favourite
Flat 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 favourite
Apartment 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 favourite
Apartment 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 holiday rentals that are family-friendly in Gray

  • Total rentals

    70 properties

  • Nightly prices starting at

    ₹6,020 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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