Places to stay in Milton

Book unique places to stay, houses, and more on Airbnb

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Popular amenities for Milton places to stay

Stay near Milton's top sights

NorthLeaf Winery8 locals recommend
Timber Hill Winery5 locals recommend
Milton House Museum4 locals recommend

Other great vacation rentals in Milton

Superhost
Home in Fox Lake
4.87 out of 5 average rating, 124 reviews

Lakefront Paradise

Yi-TzuRating, 5 stars1 month ago
The place was quiet and comfortable, perfect for getting some rest. I would recommend it to anyone looking for a relaxing stay.
Top guest favorite
Home in Freeport
4.98 out of 5 average rating, 176 reviews

Willow Lake Getaway Cozy for 2 - or large families

PhyllisRating, 5 stars3 weeks ago
Lovely home with great amenities. Perfect for the family event in Freeport, which was why we were in Freeport. Roger was on top of everything. Would definitely stay here again, as well as recommend to friends.
Guest favorite
Home in Antioch
4.92 out of 5 average rating, 115 reviews

Entertain on The Chain! water sports and sauna.

JoshuaRating, 5 stars2 weeks ago
Tucked along the quiet northern edge of Antioch, this house doesn’t just offer a place to stay - it gives you something to feel. Vaulted ceilings, custom barnwood beds, and raw concrete countertops set the tone: warm, solid, and built with intent. The private beach isn’t flashy - it’s better. Soft sand, still water, and no reason to rush. Grill outside, gather at the big family-style table, then sweat it all out in the sauna that feels like it was made to erase stress. The beds hit the sweet spot between firm and forgiving. Every corner of the place feels curated without being pretentious. Jewel is just up the road if you need supplies, but you’ll quickly forget the outside world exists. And Waylon? The kind of host you rarely get - quick to respond, genuinely helpful, and fully dialed in without hovering. This isn’t just a weekend rental - it’s the kind of place that makes you rethink how you spend your time off. You’ll leave better than you arrived.
Top guest favorite
Home in McFarland
4.88 out of 5 average rating, 146 reviews

Lovely Waterfront Two Bedroom House

TracyRating, 5 stars2 weeks ago
Jordyn gets a gold star from me! She is a delightful host. My favorite part of the home was watching the sunrise and the water foul in the morning. The home was very clean and clutter free. We were very comfortable. It was conveniently located for our activities in and out of the city.
Guest favorite
Cabin in Trevor
4.92 out of 5 average rating, 345 reviews

Living the Lakehouse Dream

MattRating, 5 stars1 week ago
Really enjoyed staying here. The host was incredibly responsive, and the place is a perfect getaway
Guest favorite
Home in Twin Lakes
4.86 out of 5 average rating, 65 reviews

beach access, pet friendly yard, hot tub, 5 bedrms

AaronRating, 5 stars1 month ago
Great place for our family to hang out and relax. The hot tub was great. Lots of space for everyone. The fenced in yard was great for our dog. The large gathering spaces were perfect for our kids to play games and for the adults to hang out.
Top guest favorite
Home in Lake Geneva
4.96 out of 5 average rating, 79 reviews

Huge! Sleeps 12, Perfect getaway for a large group

ElaineRating, 5 stars4 months ago
Beautiful home with ample space for our group of 10! It was our first Christmas without my mother and we decided as a family to spend our holiday somewhere new. The owner of the house made sure we had everything we needed and went over and beyond to make the house look festive! Despite it being winter, there were a lot of things to do. We made use of the beautiful game room, played cards, board games, shot pool and had our daily movie night in one of the two large family rooms. We had such a great experience despite my family’s loss that we are thinking of returning next year!
Guest favorite
Home in Salem
4.92 out of 5 average rating, 26 reviews

Hideaway at the Ponderosa- 3bd 1Ba Country Cottage

KevinRating, 5 stars6 months ago
the host was amazing! very responsive and made check in a breeze. place was great and close to restaurants and shopping.

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