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Windham vacation rentals

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Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Windham vacation rentals

Gym
BBQ grill
Laptop-friendly workspace
Wifi
Air conditioning

Stay near Windham's top sights

Canobie Lake Park60 locals recommend
The Mall at Rockingham Park20 locals recommend
The Common Man11 locals recommend
Tuscan Kitchen11 locals recommend
Tuscan Village Marketplace8 locals recommend
Enterprise Rent-A-Car8 locals recommend

Other great vacation rentals in Windham

Guest favorite

Home in Westminster

4.93 out of 5 average rating, 125 reviews

Wachusett Mountain Get-Away

Guest favorite

Home in Hampton Beach

4.94 out of 5 average rating, 105 reviews

Pearls on Perkins, Beautiful Condo!

Superhost

Home in South Berwick

4.7 out of 5 average rating, 10 reviews

Coastal Home Heated Pool, Hot Tub, Outdoor Kitchen

Guest favorite

Home in Sandown

4.92 out of 5 average rating, 13 reviews

Sunrise Beach Escape

Guest favorite

Apartment in Brighton

4.88 out of 5 average rating, 17 reviews

The Curie

Guest favorite

Cottage in Newburyport

4.99 out of 5 average rating, 165 reviews

Plum Island’s TRUE NORTH COTTAGE

Superhost

Home in Salisbury

4.9 out of 5 average rating, 127 reviews

NEW 3BR home, incredible views - Beach across St

Guest favorite

Home in Chester

4.93 out of 5 average rating, 187 reviews

Charming New England Farmhouse

Show all

Quick stats about vacation rentals in Windham

  • Total rentals

    40 properties

  • Total number of reviews

    3K reviews

  • Family-friendly rentals

    20 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

    40 properties include access to wifi

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 $130 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 cottage rentals in Windham?

    Windham has more than 10 family-friendly cottage rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do house rentals in Windham have wireless internet?

    Absolutely! We offer over 20 house 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 cottage rentals in Windham have air conditioning?

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

Destinations to explore