168+ Treehouses, Forest Homes, Cabin Rentals, and Private Nature Retreats in Chesapeake |
  1. USA
  2. Virginia
  3. Norfolk - Virginia Beach
  4. Chesapeake

Tree House Rentals in Chesapeake

About Chesapeake Treehouse Rentals

Explore more than 168 treehouses in Chesapeake. From luxurious treetop retreats to cozy forest homes, cabins and off-grid properties, each offers premium amenities designed for families, groups, and adventurers. Enjoy exceptional comfort and a one-of-a-kind nature experience with these incredible accommodations. Perfect for tranquil escapes, adventurous retreats, or nature-inspired getaways, these treehouses provide style and comfort in Chesapeake.

Looking for last-minute deals or the best offers on treehouses, cozy forest homes, cabins and off-grid properties? Treehouse Rentals makes it easy to compare options in Chesapeake. Choose from spacious family-friendly stays, charming woodland escapes, or luxurious treetop getaways tailored for ultimate relaxation and adventure

Find spacious family-friendly accommodations, cozy forest homes, or luxurious treetop stays—all designed for maximum comfort and convenience during your visit.

On average, treehouses in Chesapeake offer approximately 448.85 ft² of space, giving you and your group plenty of room to relax and enjoy the stunning natural surroundings.

The average nightly rate for treehouses in Chesapeake typically ranges around US $190.

Treehouse Rentals offers a secure and convenient platform to compare and book the best treehouses in Chesapeake. Explore a wide range of properties at unbeatable rates, and enjoy a unique stay immersed in nature with us.

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Top Treehouse Accommodation Types in Chesapeake

Type Count
Vacation Homes 59
Holiday Apartments 20
Cottages 2

Use these Quick Filters to Find a Vacation Rental in Chesapeake

★ Pro Tip: Treehouse Rentals simplifies your search for the best treehouse accommodations from leading vacation rental OTAs like Booking.com and more. Use our Advanced Filter to explore treehouses, cozy cabins, secluded forest homes and off-grid properties. Filter by availability, pricing, cancellation options, and amenities to discover the ideal treehouse getaway in Chesapeake.

Weather in Chesapeake, VA

View the weather forecast for Chesapeake before booking your Chesapeake Vacation Rentals to confirm your best time to go.

December - February
High 62°F       Low 35°F
March - May
High 76°F       Low 41°F
June - August
High 90°F       Low 69°F
September - November
High 80°F       Low 44°F

Top Attractions Around Chesapeake, VA

Treehouse Rentals offers a diverse selection of the finest treehouses and nature-inspired retreats around the world. Chesapeake . Research things to do on your vacation before you visit Chesapeake.


Greenbrier Mall
Chesapeake Square Mall
Great Dismal Swamp National Wildlife Refuge
Chesapeake Conference Center
Chesapeake Veterans' Memorial
Chesapeake City Park
Chesapeake City Hall
Chesapeake Arboretum
Chesapeake Golf Club
Chesapeake Central Library
Jillian's Billiards
Portlock Galleries at SoNo
Oak Grove Lake Park
Float First
Cahoon Plantation Golf Course
Adventure Kayak Tours Day Tours
Lake Drummond
Chesapeake Regional Medical Center
Virginia Beach Boardwalk
Naval Station Norfolk

Other Places to Stay in Chesapeake, VA


Great Bridge East 535 Properties
Cahoon Plantation Golf Course 170 Properties
Chesapeake City County 166 Properties
Deep Creek South 165 Properties
Portlock Galleries at SoNo 154 Properties
Chesapeake Veterans' Memorial 154 Properties
Great Bridge 137 Properties
Greenbrier West 82 Properties
South Norfolk 79 Properties
Jolliff 45 Properties
Greenbrier East 38 Properties
Western Branch North 29 Properties

Frequently Asked Questions About Chesapeake?

What are the top treehouse rentals in Chesapeake?

Looking for a place to stay in Chesapeake? Explore these highly-rated treehouses for a one-of-a-kind retreat surrounded by nature:

How many treehouses with private pools are available in Chesapeake?

Find exceptional treehouses with private pools near Chesapeake on Treehouse Rentals. Relax in serene treetop accommodations with exclusive pool access and picturesque nature views. Whether it's a spacious treehouse or a secluded forest retreat, these properties provide the ideal mix of luxury and adventure.

What are the top-rated treehouses in Chesapeake for family stays?

Searching for a family-friendly treehouse in Chesapeake? Discover these top-rated options, each loved by families and groups who have stayed in Chesapeake:

How many treehouses are available in Chesapeake?

Treehouse Rentals, as of 2025, features over 168 unique treehouse, cabins and forest homes in Chesapeake. Choose from treetop hideaways, eco-friendly lodges, and off-grid properties, with new options added frequently.

By 2025, Treehouse Rentals has curated over 168 stunning properties in Chesapeake, sourced from trusted platforms. Plan your nature-inspired getaway now.

For 2025, Treehouse Rentals provides access to over 168 premier accommodations in Chesapeake. Find your ideal escape among the treetops today.

Nearby Neighborhood (7) 
Neighborhood Property Count
Greenbrier East Vacation Rentals in Chesapeake, Virginia 38
Western Branch North Vacation Rentals in Chesapeake, Virginia 29
Greenbrier West Vacation Rentals in Chesapeake, Virginia 82
Great Bridge Vacation Rentals in Chesapeake, Virginia 137
Deep Creek South Vacation Rentals in Chesapeake, Virginia 165
Churchland Vacation Rentals in Chesapeake, Virginia 73
Great Bridge East Vacation Rentals in Chesapeake, Virginia 535

People Also Ask

There are 168 Chesapeake, VA Vacation Rentals

Recently Booked Vacation Rentals in Chesapeake