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Windham vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

Top-rated vacation rentals in Windham

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

Guest favorite

Guest suite in Windham

4.99 out of 5 average rating, 239 reviews

Sunny, private and peaceful apartment!

Our home sit in a private and peaceful setting. It is perfect for the business travelers looking for a place to relax at the end of the day or anyone looking for a quiet place. Close to Castleton Banquet and Conference Center, Searles Castle, Canobie Lake Park, walking & biking trails, shopping and restaurant. Centrally located between Boston, beaches and mountain and lake region. Only 16 miles from Manchester Boston Regional Airport, 36 miles from downtown Boston, 3.5 miles from Interstate 93.

Apr 22 – 29

ﺩ.ﺇ466 per night
Guest favorite

Home in Windham

4.93 out of 5 average rating, 257 reviews

One Level 2 bedroom suite on private cul-de-sac

Welcome to The Sama's Airbnb. Windham was recently named the #1 town in the Granite State. Here, you will enjoy a complete newly renovated private one level 2 bedroom suite complete with full kitchen, cozy living room, 40 inch LED TV with all channels, wifi, washer and dryer, new tennis court, 1/2 basketball court and pickleball, beautifully landscaped grounds on a private cul de sac yet close to Boston, beaches, mountains, shopping, great restaurants, Searles Castle, Canobie, & Tuscan Village.

Dec 27 – Jan 3

ﺩ.ﺇ552 per night
Superhost

Apartment in Windham

4.88 out of 5 average rating, 232 reviews

The Cozy Corner Apartment

Cozy up during your next trip to the southern New Hampshire area! The Cozy Corner is a combination of style and comfort in so many ways from the double windows and sliding glass doors that flood the space with light to the airy and peaceful design that makes it feel like home. The Cozy Corner is a short drive to Canobie Lake Park and Manchester Airport, 45 minutes to Boston and NH Seacoast, close to Lakes Region, White mountains, and great skiing spots. 10 minutes from major shopping centers.

Jan 18 – 25

ﺩ.ﺇ431 per night

Popular amenities for Windham vacation rentals

Stay near Windham's top sights

Walmart Supercenter4 locals recommend
Searles Castle4 locals recommend
The Common Man11 locals recommend
Old School Bar & Grill6 locals recommend
Griffin Park4 locals recommend
Mary Ann's Diner5 locals recommend

Other great vacation rentals in Windham

Guest favorite

Apartment in Andover

4.92 out of 5 average rating, 113 reviews

Villa Ricci

Nov 22 – 29

ﺩ.ﺇ448 per night
Superhost

Cottage in Derry

4.9 out of 5 average rating, 173 reviews

Little Red Lake House

Aug 1 – 8

ﺩ.ﺇ1,193 per night
Guest favorite

Apartment in Derry

4.93 out of 5 average rating, 170 reviews

Riesling Retreat - A Modern 2-bedroom apt.

Dec 19 – 26

ﺩ.ﺇ873 per night
Guest favorite

Guest suite in Manchester

4.97 out of 5 average rating, 208 reviews

Large with private entrance & a mile from downtown

May 3 – 10

ﺩ.ﺇ211 per night
Guest favorite

Guesthouse in North Andover

4.97 out of 5 average rating, 181 reviews

Spacious Studio Guesthouse at Winery w/ Tasting

Aug 1 – 8

ﺩ.ﺇ2,187 per night
Superhost

Guesthouse in Manchester

4.87 out of 5 average rating, 219 reviews

Spruce Studio (5 Minutes from Downtown & Elm St.)

Jun 3 – 10

ﺩ.ﺇ285 per night
Guest favorite

Guest suite in Littleton

4.91 out of 5 average rating, 309 reviews

Historic Loft with bathroom & kitchenette

Jul 25 – Aug 1

ﺩ.ﺇ389 per night
Guest favorite

Guest suite in Milford

5.0 out of 5 average rating, 126 reviews

Spacious Souhegan Getaway

Jun 25 – Jul 2

ﺩ.ﺇ396 per night
Guest favorite

Home in Mont Vernon

4.96 out of 5 average rating, 131 reviews

Serenity on the Pond ~ Private Waterfront, Hot Tub

Sep 6 – 13

ﺩ.ﺇ2,711 per night
Guest favorite

Apartment in Exeter

4.99 out of 5 average rating, 167 reviews

The Dragonfly

Jul 11 – 18

ﺩ.ﺇ402 per night
Guest favorite

Cottage in Windham

5.0 out of 5 average rating, 44 reviews

Quaint Cottage near Cobbetts Pond

May 13 – 20

ﺩ.ﺇ532 per night
Guest favorite

Apartment in Salem

5.0 out of 5 average rating, 46 reviews

1 Bedroom in NH, 45 mins to Boston, Dogs Welcome!

Apr 22 – 29

ﺩ.ﺇ492 per night

Other great vacation rentals in Windham

Guest favorite

Home in Derry

4.84 out of 5 average rating, 50 reviews

Beautiful Garden Studio apartment

Jul 10 – 17

ﺩ.ﺇ395 per night
Guest favorite

Guest suite in Merrimack

4.98 out of 5 average rating, 52 reviews

Cozy and Convenient entire lower level of house

Jul 6 – 13

ﺩ.ﺇ389 per night
Guest favorite

Cottage in Windham

4.92 out of 5 average rating, 13 reviews

Lakefront! Johnson Point Cottages-“Summer Breeze”

May 14 – 21

ﺩ.ﺇ1,886 per night
Guest favorite

Guest suite in Derry

4.96 out of 5 average rating, 27 reviews

Beautiful Private Suite with Cozy and Luxury feel

Apr 22 – 29

ﺩ.ﺇ266 per night
Guest favorite

Cottage in Windham

4.95 out of 5 average rating, 66 reviews

The PondeRosa cottage at Cobbett's pond

Sep 9 – 16

ﺩ.ﺇ1,213 per night
Guest favorite

Guesthouse in Westford

4.97 out of 5 average rating, 79 reviews

Detached Waterfront Guest House

May 30 – Jun 6

ﺩ.ﺇ442 per night
Superhost

Cottage in Windham

4.88 out of 5 average rating, 26 reviews

Quaint Cobbetts Pond Cottage with Pond Views

Dec 31 – Jan 7

ﺩ.ﺇ743 per night
Guest favorite

Apartment in Lawrence

4.93 out of 5 average rating, 14 reviews

Cute and Cozy Private Studio at Lawrence MA

Apr 1 – 8

ﺩ.ﺇ402 per night
Guest favorite

Home in Hampstead

5.0 out of 5 average rating, 22 reviews

Big Island Pond Lake House Hampstead

Oct 26 – Nov 2

ﺩ.ﺇ1,732 per night
Guest favorite

Home in Lawrence

4.95 out of 5 average rating, 60 reviews

Cozy single family ranch style main floor

Feb 16 – 23

ﺩ.ﺇ623 per night
Guest favorite

Guest suite in Sandown

4.97 out of 5 average rating, 61 reviews

Private suite with forest views

May 8 – 15

ﺩ.ﺇ406 per night
Guest favorite

Condo in Londonderry

4.89 out of 5 average rating, 27 reviews

Village Hideaway

Jun 19 – 26

ﺩ.ﺇ640 per night

Quick stats about vacation rentals in Windham

Total rentals

40 properties

Wifi availability

40 properties include access to wifi

Rentals with dedicated workspaces

20 properties have a dedicated workspace

Pet-friendly rentals

10 properties allow pets

Family-friendly rentals

20 properties are a good fit for families

Total number of reviews

2.7K reviews

Frequently Asked Questions

  • Where should I stay in Windham?

    Make yourself at home in Windham by choosing from our most frequently booked neighborhoods. We have over 20 vacation rentals in Windham Depot, and over 20 vacation rentals in West Windham.

  • Are there pet-friendly vacation rentals in Windham?

    Four-legged friends are welcome in Windham. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Windham?

    Yes! Work meets play with ease at over 20 vacation rentals in Windham featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • How much does it cost to stay in cottage rentals in Windham?

    Experience the best of Windham with our cottage rentals, starting at about $120 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there family-friendly vacation rentals in Windham?

    Windham has more than 20 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do cottage rentals in Windham have wireless internet?

    Absolutely! We offer over 10 cottage rentals with wireless internet in Windham. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Windham have a bbq area?

    Absolutely! We offer over 10 house rentals with a bbq area in Windham. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Windham have air conditioning?

    Absolutely! We offer over 10 house rentals with air conditioning in Windham. Enjoy a tailored experience with all the comforts you desire.

Destinations to explore