Search Cottages in Milton

Change your mind

Book hotels with free cancellation

Treat yourself

Be picky

Search almost a million properties worldwide

Check prices for these dates

In two weeks

In one month

In two months

In three months

Cottages in Milton

Our top choices for Milton cottages

"Owner greeted me with a mug to check if i had needs, which i appreciate. Ive extended my stay its so peaceful and quiet here. The owners are genuinely lovely people "

"Nick was a great host - provided lots of info and kind touches, like a bottle of wine :) would recommend!"

"We just loved this place. There was plenty of room for our large, multi-family group. The location was perfect, right on the water with its own dock and swim platform along with a plethora of water crafts to use. We used the fishing boat, canoe, paddle board and kayaks. If the weather had cooperated we would’ve done more swimming but we occupied ourselves enough with the fishing, exploring Wolfeboro, leisurely paddling around the lake. All utensils and kitchenware were available. There were a...

"Great location, and amenities, including the game room, pool and bikes. Hosts were very responsive and accomodating. "

SAR 846 total

includes taxes & fees

18 Sep - 19 Sep

"Every detail has been thought of here. This was a perfect getaway and the decorating was on point!"

"We loved our stay at this cute, quaint cottage. The location was perfect just steps from Crescent lake and an easy kayak ride to Lake Wentwprth. Janis was very welcoming and the property was nice and clean. Will stay again! "

"Super nice hosts! Quiet. Clean. Tiny rustic cottage... peaceful time on a beautiful little lake. Nice area! Will be back again!"

SAR 806 total

includes taxes & fees

18 Sep - 19 Sep

"Lovely stay,everything amazing would highly recommend!"

"Nice location on the lake."

SAR 1,169 total

includes taxes & fees

22 Sep - 23 Sep

"This place was just as described and just what our little group was looking for. It was clean and convenient to all the main attractions of Lake Winnepesaki. "

"Communication was amazing, check in was a delightful, the house itself was perfect "

SAR 973 total

includes taxes & fees

18 Sep - 19 Sep

"Loved the lake and location. Planning on stay again."

"We had an incredible stay at The Loon’s Nest! Everything was great from the moment we arrived: check-in was a breeze and we enjoyed a complimentary welcome bottle of wine on the back deck overlooking the gorgeous lake! We had everything we needed for our stay and the entire cottage was very clean and had all new appliances. We definitely took advantage of being right on the water, using the kayaks provided and taking in the amazing views! I would recommend Loon’s Nest to anyone looking for a...

"We had a great time. Loved the cabin super cute. Neighborhood & neighbors very nice. The lake & private beaches were great. We enjoyed the hot tub & fire pit. I brought a few games, but you had a nice selection as well. Kitchen was very nice with everything we needed for some nice big breakfasts to start our day. We did run into a bit of a problem with the water running out. During showers, but we worked through it. Over all it was a great place. Thank you. Kim, Steve,Brianna,Cam & Brody "

SAR 1,490 total

includes taxes & fees

18 Sep - 19 Sep

"Great experience!"

"A perfect place for lake life :) fishing, kayaking and camp fires."

"Wonderful place to get away, read, reflect and write. "

SAR 949 total

includes taxes & fees

6 Oct - 7 Oct

"Family friendly property"

"check in is very easy to do the facilities are very nice we had avery nice weekend"

"The cabin was perfect. Quiet, comfy, and the use of the lake was great. We loved getting out on the lake with the supplied kayaks. We would definitely stay again. It wasn't fancy but great for relaxing "

SAR 877 total

includes taxes & fees

18 Sep - 19 Sep

Save an average of 15% on thousands of hotels when you're signed in

Top Milton Hotel Reviews

The Windrifter Resort

10/10 Excellent

"I was prepared to be disappointed because the Resort is on the main road, but I was pleasantly surprised at how wonderfully quiet our room was! Parking was a breeze, and the water recreation options were unexpected! I went for a swim at the yacht club, wished I'd had time to take out a paddle board. The room was lovely; clean, comfortable and super practical with the mini kitchen. Great location - easy, short drive to the center of town. "