
Holiday rentals in Portsmouth
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Top-rated holiday rentals in Portsmouth
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
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Popular amenities for Portsmouth holiday rentals
Other great holiday rentals in Portsmouth

Flat in Olde Towne
4.83 out of 5 average rating, 112 reviewsPrivate 1 Bed Apt - Historic Olde Towne Portsmouth
Superhost

Home in Portsmouth
4.88 out of 5 average rating, 49 reviewsComfortable & Private 2 Bedrm Cottage w/ King bed.
Guest favourite

Guest suite in Portsmouth
4.95 out of 5 average rating, 96 reviewsHistoric Hideaway Private Apartment/Suite
Top guest favourite

Home in Portsmouth
4.94 out of 5 average rating, 72 reviewsR & R River House
Superhost

Home in Portsmouth
5 out of 5 average rating, 4 reviewsThe Main House
Guest favourite

Home in Portsmouth
4.87 out of 5 average rating, 46 reviewsElegance Escape on Saunders Dr
Superhost

Home in Portsmouth
4.84 out of 5 average rating, 89 reviewsCozy Retreat
Guest favourite

Home in Portsmouth
4.96 out of 5 average rating, 25 reviewsCornick Corner near "Rivers Casino"
Quick stats about holiday rentals in Portsmouth
Total rentals
500 properties
Total number of reviews
18K reviews
Family-friendly rentals
260 properties are a good fit for families
Pet-friendly rentals
150 properties allow pets
Rentals with a pool
20 properties have a pool
Rentals with dedicated workspaces
280 properties have a dedicated workspace
Destinations to explore
- New York City Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Myrtle Beach Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- Mount Pocono Holiday rentals
- Outer Banks Holiday rentals
- South Jersey Holiday rentals
- Ocean City Holiday rentals
- Charlotte Holiday rentals
- Virginia Beach Holiday rentals
- Rentals with a patio Portsmouth
- House rentals Portsmouth
- Rentals with an EV charger Portsmouth
- Waterfront rentals Portsmouth
- Pet-friendly rentals Portsmouth
- Rentals with breakfast Portsmouth
- Rentals with pools Portsmouth
- Flat rentals Portsmouth
- Rentals with beach access Portsmouth
- Apartment rentals Portsmouth
- Rentals with a firepit Portsmouth
- Fitness-friendly rentals Portsmouth
- Rentals with lake access Portsmouth
- Rentals with outdoor seating Portsmouth
- Rentals with a kayak Portsmouth
- Rentals with a fireplace Portsmouth
- Family-friendly rentals Portsmouth
- Rentals with a washing machine and dryer Portsmouth
- Chesapeake Bay
- Virginia Beach Oceanfront
- Carova Beach
- Corolla Beach
- Busch Gardens Williamsburg
- Buckroe Beach
- Water Country USA
- First Landing State Park
- Haven Beach
- Buckroe Beach and Park
- Kingsmill Resort
- Grandview Beach
- Jamestown Settlement
- Bethel Beach
- Kiptopeke Beach
- Outlook Beach
- Ocean Breeze Waterpark
- Virginia Beach National Golf Club
- Norfolk Botanical Garden
- Chrysler Museum of Art
- Golden Horseshoe Golf Club
- James River Country Club
- Cape Charles Beachfront
- Wilkins Beach