Top Winchester Cabin Rentals

Winchester Town Hall at 71 Mt Vernon Street in historic town center of Winchester, Middlesex County, Massachusetts MA, USA.

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Recommended hotels in Winchester

citizenM Boston Back Bay

Fenway–Kenmore

Stephanie

CA $258 total

includes taxes & fees

May 25 - May 26

The Midtown Hotel MOD Collection by Sonesta

Back Bay

Howard

CA $334 total

includes taxes & fees

May 25 - May 26

Sonesta Select Boston Danvers

Danvers

Verinda

CA $193 total

includes taxes & fees

May 27 - May 28

The Hotel Marblehead

Marblehead

Adam

CA $237 total

includes taxes & fees

May 25 - May 26

Premium bedding, down comforters, in-room safe, blackout drapes

Hyatt Regency Boston

Downtown Boston

Toni

CA $318 total

includes taxes & fees

May 25 - May 26

Copley House

Back Bay

Allison

CA $244 total

includes taxes & fees

May 20 - May 21

Frette Italian sheets, premium bedding, down comforters, pillowtop beds

Battery Wharf Hotel, Boston Waterfront

North End

Jeannette

CA $299 total

includes taxes & fees

May 25 - May 26

Hilton Boston Park Plaza

Bay Village

Elizabeth

CA $325 total

includes taxes & fees

May 25 - May 26

Hyatt Place Boston/Seaport District

Seaport District

Craig

CA $318 total

includes taxes & fees

May 21 - May 22

The Northshore Hotel - Boston/Danvers

Danvers

Stephanie

CA $152 total

includes taxes & fees

May 24 - May 25

Nantasket Beach Resort

Nantasket Beach

Trevor

CA $217 total

includes taxes & fees

Jun 1 - Jun 2

Seaport Hotel Boston

Seaport District

Tonda

CA $391 total

includes taxes & fees

May 22 - May 23

Omni Boston Hotel at the Seaport

Seaport District

Cassendra

CA $343 total

includes taxes & fees

May 29 - May 30

citizenM Boston North Station

West End

Tanaychea N

CA $243 total

includes taxes & fees

May 25 - May 26

Courtyard by Marriott Boston Downtown/North Station

West End

Cynthia T

CA $271 total

includes taxes & fees

May 25 - May 26

The Hotel Salem

Downtown Salem

Charity

CA $219 total

includes taxes & fees

May 25 - May 26

The Westin Boston Seaport District

Seaport District

Andrea

CA $336 total

includes taxes & fees

May 25 - May 26

Oasis Guest House

Fenway–Kenmore

Joseph

CA $223 total

includes taxes & fees

May 25 - May 26

The Wylie Inn and Conference Center at Endicott College

Beverly

Dirk

CA $218 total

includes taxes & fees

May 25 - May 26

Aloft by Marriott Boston Seaport District

Seaport District

Edith

CA $290 total

includes taxes & fees

May 25 - May 26

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Top Winchester Hotel Reviews

Hilton Boston Logan Airport

10/10 Excellent

"Nice night next to the airport! "

The Godfrey Hotel Boston

8/10 Good

"The staff were all super friendly and helpful.We did valet our car for 3 nights which was expensive ($60/night) but parking in Boston stinks anywhere and the valet was convenient so we didn't have to drive around looking for a garage.There is also a $40/night "hotel" fee which I know the city puts onto the bill but it is a bit ridiculous money grab. Our room (813) was a nice corner room. We loved the night light in the bathroom under the mirror that was red and on a motion sensor. The shower was clean, with a strong shower head. I'm 6'2" and fit in the shower with ease. The room also had a safe and the service was great. My kids LOVED the fact that snacks and water were included. They are so programmed to never eat anything in the room. There were bikes available in the lobby but my 12 year old was a little nervous riding in the bike lanes so we just walked everywhere. We picked the Godfrey because of it's central location and proximity to Boston Commons. You are near Cheers, the Freedom trail and subway. We walked to Fenway for a game because it was so nice outside (35 minutes) and took the subway back after the game. My only complaint would be the placement of the mini-fridge. It was right next to one of the beds where you lay your head to sleep so it would turn on/off all night. It was loud enough to be quite annoying to the person sleeping in that spot. If they could put it inside of piece of furniture or move it away from the bed that would help. "

Find out more about Winchester

Winchester Cabin Rentals information

Number of reviews	40,503
Accommodation	0 Cabin Rentals
Lowest Price	CA $152
Highest Price	CA $391

Frequently asked questions

What are the best cabins near Winchester?

Ranging from small and quaint to spacious and luxurious, there are 52 cabins to choose from in and around Winchester. Top options include Fantastic 4 - Season Cabin At Baxter Lake and Cabin: Private Hot Tub, Walk To Pats Peak Ski Area.

Are there cheap cabins in Winchester?

Priced from CA $152 to CA $391 per night, getting away with the family has never been easier. Secure one of our cheap cabins in Winchester and enjoy the great outdoors without breaking the bank.These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

What are the best mountain cabins near Winchester?

If you're craving crisp air and superb views, spend your next break in a Winchester mountain cabin. Explore the rugged beauty around Cozy, Wooded, Waterfront, Mountain View Cabin On Silver Lake. This rental has all the ingredients for an enjoyable getaway, including a porch and a microwave oven. Or, experience a taste of the mountain lifestyle at Cabin: Private Hot Tub, Walk To Pats Peak Ski Area. It comes with a deck, a wood stove and more.

What are the best river cabins near Winchester?

If you're searching for a character-filled retreat surrounded by water and adventure, a Winchester river cabin is hard to go past. Unpack your bags at Rustic Cabin - Style On River Northwest Of Concord Nh Within Minutes Of Penecook and let all your problems float away downstream. Useful amenities here include on-site watersports and outdoor furniture. Another leading riverside option is The Windfall Off - Grid Cabin And Farm Stay. It comes with winery tours, outdoor furniture and more.

What are the best cabins with pools near Winchester?

If you love the thought of every day being a pool day, escape to Lighthouse - Q991 Near Sandy Gorgeous Ogunquit Beach 2 Bedroom Cabin By Redawning. It's one of our top cabin rentals with a pool and comes with amenities like a swimming pool and a barbecue grill. Cabin - Lighthouse - Q991by Getaway is another place to spend relaxing days poolside. A swimming pool, individually decorated rooms and good times are what you can expect here.

Can I find beach cabins near Winchester?

Enjoy sunset strolls along a beautiful shoreline when you choose a Winchester beach cabin rental. Sun and fun should be the only things on your mind at Beachfront Cottage, Very Quaint And Right On The Beach. This property comes with cycling and clothes washing facilities. Alternatively, toss your bag down and put your feet up at The Mermaid House @ Obc Cape Cod Beach Resort. Handy amenities here include on-site watersports and children's activities.

What are the best weekend cabin rentals in Winchester?

Whether you're planning a mini break with your honey or the whole crew, we'll help you locate the ideal weekend cabin getaway. One of our top picks? Fantastic 4 - Season Cabin At Baxter Lake. Featuring on-site watersports and a patio, you'll appreciate being surrounded by nature here. Beachfront Cottage, Very Quaint And Right On The Beach is another place where you can slow down for a while. Enjoy a few nights or more at this retreat which offers a patio and a barbecue grill.

What are the best cabin prices in Winchester?

If you'd rather save a few dollars on your stay, we've got some terrific deals on Winchester cabins that won't put a hole in your vacation budget. How does CA $152 a night sound?

Can I find log cabins in Winchester?

Begin your day with a cup of coffee in your peaceful log cabin and then enjoy some mountain biking and snowboarding. Sound dreamy? Then head for Cozy Updated Log Cabin With Mountain Views Close To Monadnock. Another getaway that comes with lots of character and comfort is Rustic Log Cabin On The Lake. Nearby activities like horse riding and cycling will add to your experience here.

What are the highest-rated cabins in Winchester?

With an impressive rating, it's no surprise why The Mermaid House @ Obc Cape Cod Beach Resort is a popular pick with Expedia travellers. Some useful amenities here include on-site watersports and a patio. The Crab House @obc Cape Cod Beach Resort is another fabulous option. Quality conveniences such as on-site watersports and a spa tub will help make your stay a comfy one.

Why should I book a cabin in Winchester?

For a vacation experience that's big on charm, home comforts and affordability, it's hard to top a cabin. Lose your city blues in the greenery of nature. From days spent rambling to peaceful evenings cuddled up by a campfire, cabins offer the perfect mix of excitement and relaxation. Check out the wonderful Winchester options right here on Expedia.

What are the top nature cabins in Winchester?

With plenty of charm and creature comforts, Rustic Cabin - Style On River Northwest Of Concord Nh Within Minutes Of Penecook is one of our favourite nature cabins in Winchester. But with a bunch of things to do and see close by, make sure you don't spend too much time indoors. Activities including nearby rafting and nearby kayaking are waiting. The Windfall Off - Grid Cabin And Farm Stay is another place where you can immerse yourself in nature. Nearby fishing and paddle boating are a few enjoyable ways to do it.

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Find Cabins in Winchester for Rent from CA $152

Change your mind

Treat yourself

Be picky

Check prices for these dates

Recommended hotels in Winchester

citizenM Boston Back Bay

The Midtown Hotel MOD Collection by Sonesta

Sonesta Select Boston Danvers

The Hotel Marblehead

Hyatt Regency Boston

Copley House

Battery Wharf Hotel, Boston Waterfront

Hilton Boston Park Plaza

Hyatt Place Boston/Seaport District

The Northshore Hotel - Boston/Danvers

Nantasket Beach Resort

Seaport Hotel Boston

Omni Boston Hotel at the Seaport

citizenM Boston North Station

Courtyard by Marriott Boston Downtown/North Station

The Hotel Salem

The Westin Boston Seaport District

Oasis Guest House

The Wylie Inn and Conference Center at Endicott College

Aloft by Marriott Boston Seaport District

Find vacation rentals that suit your style

Top Winchester Hotel Reviews

Hilton Boston Logan Airport

Find out more about Winchester

Winchester Cabin Rentals information

Frequently asked questions

Explore a world of travel with Expedia