House holiday rentals in Gray

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Popular amenities for house rentals in Gray

House rentals with a pool

Superhost
Home in Barnstead
4.85 out of 5 average rating, 109 reviews

Locke Lake Waterfront Escape

AlexRating, 5 stars1 week ago
Great and relaxing location, close to local amenities. Perfect for small groups, Hillary was awesome to rent from.
Superhost
Home in Windham
5 out of 5 average rating, 5 reviews

Nature, Pool, Hot tub&Lakes! Mins to Sebago &More

KimRating, 5 stars2 weeks ago
We would 100% recommend Dina’s place to ANYONE (and we hope to be back)! The place is beautiful and would accommodate a small to large family. The pool and hot tub are incredibly nice and peaceful surrounded by trees. The furniture is incredibly comfortable and the kitchen great to use. Dina is also incredibly thoughtful and quick with her replies. We got a little turned around arriving at night (the GPS lead us up the road a bit), but we found it!
Guest favourite
Home in Glen
4.81 out of 5 average rating, 121 reviews

Walk to StoryLand!Updated Condo! WiFi/Golf/Pool/AC

SHAUNRating, 5 stars4 months ago
Had a quick weekend getaway at Keith's place. Everything was perfect. Easy check in and great communication.
Guest favourite
Home in North Deering
4.95 out of 5 average rating, 127 reviews

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

IrmaRating, 5 stars3 weeks ago
Angela’s place was wonderful! Very cozy, clean and comfortable, well stocked, close to downtown Portland. Snacks was a nice touch! Angela was very responsive. Hope to come back soon!
Superhost
Home in Bartlett
4.9 out of 5 average rating, 200 reviews

Fireplaced Mountain King Suite w/Hot Tubs & Pools

HeatherRating, 5 stars1 week ago
Great stay so homey and comfortable has everything we needed staying with two little girls ! Having laundry and kitchen made everything so convenient ! Close to so many things to do was the best vacation we’ve been on would definitely love to come back . Clean and organized everything was easy to find ! Great amenities pool ect !
Guest favourite
Home in Deering Center
4.82 out of 5 average rating, 110 reviews

There's No Place Like Home

JeremyRating, 5 stars8 months ago
Kathi’s place was great! Super close to the Downtown Portland/Old Port area. Kathi was a great host, extremely responsive and genuinely nice, plus she even made my family and I some delicious blueberry muffins for our stay! Her instructions were clear and she made us feel right at home! Would definitely stay again whenever we’re in the area!
Superhost
Home in Barnstead
4.89 out of 5 average rating, 123 reviews

Lakefront home /3BR 2BA/ Dock/ Game room/ Garage

AndresRating, 5 stars1 month ago
The house is beautiful and the views are just breathtaking. From inside the house, you get a beautiful view of the lake and then the porch is amazing. You can kayak, use the paddle board or use the canoe. You can also sit by the lake and enjoy the campfire. The surroundings are very beautiful and peaceful. The host is very responsive, solved all our doubts and was flexible with us during check-in and check-out, which we appreciated very much. At check-in, we were greeted by a great bottle of wine and chocolates, which was a great touch. The house also has a ping pong table, books to read and board games. The kitchen was well stocked with the basics. We had an amazing stay, we highly recommend this property :)
Top guest favourite
Home in Old Orchard Beach
5 out of 5 average rating, 108 reviews

OOB Oasis - 5BR private Retreat w/ Pool

JohnRating, 5 stars4 weeks ago
Great house! Very spacious, plenty of bathrooms, and fantastic location. Very easy to communicate with the owners and check in/out was simple. My minor only critique is that we wish the grill were a bit bigger and nicer. We wanted to grill one day, but we were a little disappointed and unable to do so due to the grill quality. Would definitely stay again!

Weekly house rentals

Guest favourite
Home in Raymond
5 out of 5 average rating, 16 reviews

Amazing 2bed vaca home with sandy beach!

JoanneRating, 5 stars8 months ago
Cute place. Perfect for our family of 4. Close to hiking and short walk to lake. The wifi was spotty but otherwise it was great.
Guest favourite
Home in Gray
4.91 out of 5 average rating, 11 reviews

Cozy Lakefront Cottage on Little Sebago

SuzanneRating, 5 stars10 months ago
My family really enjoyed our stay at Justin's Cozy Lakefront Cottage on Little Sebago. It was exactly as advertised - a cozy lakefront cottage. We especially enjoyed the paddle boards, kayaks and a canoe (and plenty of life jackets) , as well as the dock and floating pier. This access made it easy to enjoy the lake all day. And the view of the stars from the dock at night was incredible. We enjoyed listening to the loons at night, and had many fabulous meals on the screened in porch. The inside of the cabin is very cozy and there are games to play and books to read. Justin gave us many great recommendations for places to enjoy in the area. In particular, we liked the lobster rolls at Fishermen's Catch and everything from The Good Life. It was easy to make day trips to Portland and Freeport. Overall, this was a very relaxing trip and everyone from age 12 to 60 thoroughly enjoyed themselves. Justin has thought of everything for you to have a wonderful vacation.
Top guest favourite
Home in Casco
5 out of 5 average rating, 16 reviews

Thomas Pond, Casco Maine

JenniferRating, 5 stars2 weeks ago
Beautiful house and stay! I have nothing but positive things to say about this home. Great view, very clean, roomy, and activities for the family. Linda was accommodating and responsive, even recommend local restaurants for us to try. We would definitely stay here again.
Guest favourite
Home in Casco
4.89 out of 5 average rating, 75 reviews

The Sunrise House

Jorge And DeserieRating, 5 stars1 week ago
Such a beautiful and peaceful place!! my kids didn’t want to leave! Lovely cottage feel with a beautiful view to the lake. We had such a great time taking the kayaks and paddleboard out on the water and enjoying our coffee overlooking the water from the sunroom,. Thank you for the great family memories!
Top guest favourite
Home in Windham
5 out of 5 average rating, 14 reviews

Woodland with Fireplace Home

PeterRating, 5 stars2 weeks ago
Beautiful home and responsive host, highly recommend.
Top guest favourite
Home in New Gloucester
5 out of 5 average rating, 18 reviews

The Old Bell Tavern - Luxury in the Country

RezaRating, 5 stars7 months ago
We really enjoyed our stay at the Old Bell Tavern and will absolutely recommend to our friends and family. Cynthia is a fantastic host.
Guest favourite
Home in Greene
4.89 out of 5 average rating, 79 reviews

Beautiful Maine Lakeside Cottage

KaeleeRating, 5 stars2 days ago
This was a wonderful stay! It was so cozy and peaceful. I wish I could have spent even more time in the cabin. Bethany was a wonderful host! Instructions were super clear and there were lots of activities and fun things to do!
Guest favourite
Home in Gray
4.9 out of 5 average rating, 10 reviews

Remodeled Lakefront on Little Sebago w dock+kayaks

RosalynRating, 5 stars7 months ago
Spent a lovely weekend and the views did not disappoint. We kayaked every day (even though it was late in the season and the kayaks had to be brought out special). The place was clean. We even saw TWO bald eagles which was a treat.

Private house rentals

Guest favourite
Home in Raymond
4.94 out of 5 average rating, 69 reviews

Lakehouse Retreat on Jordan Bay, Sebago Lake

LalenaRating, 5 stars5 months ago
This was our second stay at Michael's house. The house is in a great location near the town of Windham and on the water. The house was clean and had everything that we needed for our stay. Michael was very helpful and attentive. We would definitely like to stay there again! Thank you so much!
Superhost
Home in Raymond
4.93 out of 5 average rating, 15 reviews

Cozy Family Home w/ Beach Access

CrystalRating, 5 stars5 days ago
Overall, nice place to stay pretty far from Portland, but about a 45 minute drive also wish there were televisions in the rooms , but besides that pretty good stay could use an iron and a broom.
Top guest favourite
Home in Sweden
4.99 out of 5 average rating, 82 reviews

New Waterfront |Near the White Mountains |Firepit

JennRating, 5 stars2 weeks ago
Just got back from our weekend stay . Beautiful space that looked just like the photos. House was spotless. The house is located in a very peaceful and private area. Our family enjoyed the kayaks on the pond during the day and the fire pit on the deck at night . Very relaxing weekend .
Guest favourite
Home in Raymond
4.92 out of 5 average rating, 25 reviews

Farmhouse Chic in the ❤ of the Sebago Lakes Region

TesiRating, 5 stars7 months ago
Catherine's place was great and she was a super host. We recommend her place to anyone staying in the area.
Guest favourite
Home in Raymond
4.92 out of 5 average rating, 13 reviews

Panther Pond Place

MaithilRating, 5 stars9 months ago
Our stay at Jordan’s beautiful place was wonderful. The house is exactly as pictured. The one addition is that along with the kayaks, there are also two paddle boards and a couple of pool noodles. We enjoyed everything from the spacious rooms to the fire pit outside (for s’mores) to the cozy indoor gar fireplace. We had a few questions and a concern during our stay and Jordan was very responsive and hospitable. He even came by to ensure everything was ok. Lastly, the neighbors are incredibly friendly and the neighborhood/lake is quiet and peaceful. Plus it’s about 45 minutes to Freeport (for great shopping) and Portland (for delicious meals). Whether you’re looking for a quick getaway or a longer stay, Jordan’s place is perfect for both couples and families.
Superhost
Home in Frye Island
4.83 out of 5 average rating, 6 reviews

Frye Island Family Camp

PegRating, 5 stars10 months ago
I’ve been going to Frye Island ME for close to 50 years; as a guest, a renter, then as an owner (for 20 years) and now as a renter again. It is challenging to find “nice” rental properties as many of the rentals are older cottages and the pictures are not representative of their current condition. Austin’s cottage is very new and as such it is just as the pictures show; it is very clean and well cared for! It’s perfect for a family of 6.
Top guest favourite
Home in South Berwick
5 out of 5 average rating, 61 reviews

Romantic Mirror cabin in the woods

EvelynRating, 5 stars1 week ago
This was the best experience we’ve ever had with Airbnb. From start to finish, Christian’s communication was excellent. I honestly wish everyone were as communicative and proactive as he is. This place truly left a mark on us. Our experience was so amazing that we genuinely want to recommend it to everyone. It was impeccable full of thoughtful details. We reconnected deeply. Everything was just perfect. I didn’t want to leave. The details won me over, and the intentionality behind this place is something truly special. I’m genuinely in love with this place. 💛
Superhost
Home in Windham
4.71 out of 5 average rating, 7 reviews

Sunny Chalet on Little Sebago with hot tub

JoelRating, 5 stars8 months ago
Very nice outdoors area. It’s a very nice place, if you liked the peace and quiet. I totally recommend it.

Quick stats about house rentals in Gray

  • Total rentals

    60 properties

  • Total number of reviews

    1.4K reviews

  • Family-friendly rentals

    50 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    60 properties include access to wifi

Destinations to explore

  1. Airbnb
  2. United States
  3. Maine
  4. Cumberland County
  5. Gray
  6. House rentals