We noticed that you're using an unsupported browser. The Tripadvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Portsmouth Vacation Rentals

Destination
Revenue impacts this sort order. Learn more

Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 mi
59 rentals in Portsmouth.
Affordable Home Close to Casino, Hospital, PNSY, vacation rental in Portsmouth
Affordable Home Close to Casino, Hospital, PNSY, vacation rental in Portsmouth
Affordable Home Close to Casino, Hospital, PNSY, vacation rental in Portsmouth

Affordable Home Close to Casino, Hospital, PNSY

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Cozy Portsmouth Studio ~ 3 Mi to Old Towne, vacation rental in Portsmouth
Cozy Portsmouth Studio ~ 3 Mi to Old Towne, vacation rental in Portsmouth
Cozy Portsmouth Studio ~ 3 Mi to Old Towne, vacation rental in Portsmouth

Cozy Portsmouth Studio ~ 3 Mi to Old Towne

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Historic Olde Towne 2 Bedroom 1 Bath 1100sq ft Vacation Rental, vacation rental in Portsmouth
Historic Olde Towne 2 Bedroom 1 Bath 1100sq ft Vacation Rental, vacation rental in Portsmouth
Historic Olde Towne 2 Bedroom 1 Bath 1100sq ft Vacation Rental, vacation rental in Portsmouth

Historic Olde Towne 2 Bedroom 1 Bath 1100sq ft Vacation Rental

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Love Boat Adventurer, vacation rental in Portsmouth
Love Boat Adventurer, vacation rental in Portsmouth
Love Boat Adventurer, vacation rental in Portsmouth

Love Boat Adventurer

Rental Home
2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Waterfront Townhouse, close to shipyard, hospitals, colleges, beach and shopping, vacation rental in Portsmouth
Waterfront Townhouse, close to shipyard, hospitals, colleges, beach and shopping, vacation rental in Portsmouth
Waterfront Townhouse, close to shipyard, hospitals, colleges, beach and shopping, vacation rental in Portsmouth

Waterfront Townhouse, close to shipyard, hospitals, colleges, beach and shopping

Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Cambridge Knights a 3 bedroom home full of charm, vacation rental in Portsmouth
Cambridge Knights a 3 bedroom home full of charm, vacation rental in Portsmouth
Cambridge Knights a 3 bedroom home full of charm, vacation rental in Portsmouth

Cambridge Knights a 3 bedroom home full of charm

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Historic Old Towne Southern Charm, vacation rental in Portsmouth
Historic Old Towne Southern Charm, vacation rental in Portsmouth
Historic Old Towne Southern Charm, vacation rental in Portsmouth

Historic Old Towne Southern Charm

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Recharge in this fine home during your Tidewater visit., vacation rental in Portsmouth
Recharge in this fine home during your Tidewater visit., vacation rental in Portsmouth
Recharge in this fine home during your Tidewater visit., vacation rental in Portsmouth

Recharge in this fine home during your Tidewater visit.

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Family friendly! 3 bd/2 ba, full house, sleeps 8, vacation rental in Portsmouth
Family friendly! 3 bd/2 ba, full house, sleeps 8, vacation rental in Portsmouth
Family friendly! 3 bd/2 ba, full house, sleeps 8, vacation rental in Portsmouth

Family friendly! 3 bd/2 ba, full house, sleeps 8

Rental Home
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Historic Charm With Modern Comforts & Parking Near Oceanfront and Rivers Casino, vacation rental in Portsmouth
Historic Charm With Modern Comforts & Parking Near Oceanfront and Rivers Casino, vacation rental in Portsmouth
Historic Charm With Modern Comforts & Parking Near Oceanfront and Rivers Casino, vacation rental in Portsmouth

Historic Charm With Modern Comforts & Parking Near Oceanfront and Rivers Casino

Rental Home
4 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Wooded Wonderland, vacation rental in Portsmouth
Wooded Wonderland, vacation rental in Portsmouth
Wooded Wonderland, vacation rental in Portsmouth

Wooded Wonderland

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Cozy and comfortable retreat minutes away from local events,casino,beaches,etc., vacation rental in Portsmouth
Cozy and comfortable retreat minutes away from local events,casino,beaches,etc., vacation rental in Portsmouth
Cozy and comfortable retreat minutes away from local events,casino,beaches,etc., vacation rental in Portsmouth

Cozy and comfortable retreat minutes away from local events,casino,beaches,etc.

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Private Estate on 4 Acres, vacation rental in Portsmouth
Private Estate on 4 Acres, vacation rental in Portsmouth
Private Estate on 4 Acres, vacation rental in Portsmouth

Private Estate on 4 Acres

Rental Home
7 bedrooms
4 bathrooms
Sleeps 18
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Cozy Modern Cabin, vacation rental in Portsmouth
Cozy Modern Cabin, vacation rental in Portsmouth
Cozy Modern Cabin, vacation rental in Portsmouth

Cozy Modern Cabin

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Clev’s  collage place, vacation rental in Portsmouth
Clev’s  collage place, vacation rental in Portsmouth
Clev’s  collage place, vacation rental in Portsmouth

Clev’s collage place

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Nice quiet cozy home!, vacation rental in Portsmouth
Nice quiet cozy home!, vacation rental in Portsmouth
Nice quiet cozy home!, vacation rental in Portsmouth

Nice quiet cozy home!

Rental Home
4 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Portsmouth Historic District- Charming 1 Bedroom, vacation rental in Portsmouth
Portsmouth Historic District- Charming 1 Bedroom, vacation rental in Portsmouth
Portsmouth Historic District- Charming 1 Bedroom, vacation rental in Portsmouth

Portsmouth Historic District- Charming 1 Bedroom

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Peruse, Schmooze & Stay, vacation rental in Portsmouth
Peruse, Schmooze & Stay, vacation rental in Portsmouth
Peruse, Schmooze & Stay, vacation rental in Portsmouth

Peruse, Schmooze & Stay

Rental Home
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Charming, Waterfront Townhome with a View of Downtown. Pet-Friendly!, vacation rental in Portsmouth
Charming, Waterfront Townhome with a View of Downtown. Pet-Friendly!, vacation rental in Portsmouth
Charming, Waterfront Townhome with a View of Downtown. Pet-Friendly!, vacation rental in Portsmouth

Charming, Waterfront Townhome with a View of Downtown. Pet-Friendly!

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Quiet Gem Located Near Casino! Family-sized unit -, vacation rental in Portsmouth
Quiet Gem Located Near Casino! Family-sized unit -, vacation rental in Portsmouth
Quiet Gem Located Near Casino! Family-sized unit -, vacation rental in Portsmouth

Quiet Gem Located Near Casino! Family-sized unit -

Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
3 BR 2 BA Bungalow in a quiet area near DT/Hwy264, vacation rental in Portsmouth
3 BR 2 BA Bungalow in a quiet area near DT/Hwy264, vacation rental in Portsmouth
3 BR 2 BA Bungalow in a quiet area near DT/Hwy264, vacation rental in Portsmouth

3 BR 2 BA Bungalow in a quiet area near DT/Hwy264

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Newly updated private studio, vacation rental in Portsmouth
Newly updated private studio, vacation rental in Portsmouth
Newly updated private studio, vacation rental in Portsmouth

Newly updated private studio

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Experience Timeless Luxury at Cavalier Manor on a Lake, vacation rental in Portsmouth
Experience Timeless Luxury at Cavalier Manor on a Lake, vacation rental in Portsmouth
Experience Timeless Luxury at Cavalier Manor on a Lake, vacation rental in Portsmouth

Experience Timeless Luxury at Cavalier Manor on a Lake

Rental Home
5 bedrooms
5 bathrooms
Sleeps 15
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Newly remodeled - Safe area - Large Bedrooms, vacation rental in Portsmouth
Newly remodeled - Safe area - Large Bedrooms, vacation rental in Portsmouth
Newly remodeled - Safe area - Large Bedrooms, vacation rental in Portsmouth

Newly remodeled - Safe area - Large Bedrooms

Rental Home
3 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
The Enchantment of Old Towne Portsmouth - Suite 2, vacation rental in Portsmouth
The Enchantment of Old Towne Portsmouth - Suite 2, vacation rental in Portsmouth
The Enchantment of Old Towne Portsmouth - Suite 2, vacation rental in Portsmouth

The Enchantment of Old Towne Portsmouth - Suite 2

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
The Enchantment of Old Towne Portsmouth - Suite 1, vacation rental in Portsmouth
The Enchantment of Old Towne Portsmouth - Suite 1, vacation rental in Portsmouth
The Enchantment of Old Towne Portsmouth - Suite 1, vacation rental in Portsmouth

The Enchantment of Old Towne Portsmouth - Suite 1

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Charming apartment with AC and WiFi in beautiful Portsmouth, vacation rental in Portsmouth
Charming apartment with AC and WiFi in beautiful Portsmouth, vacation rental in Portsmouth
Charming apartment with AC and WiFi in beautiful Portsmouth, vacation rental in Portsmouth

Charming apartment with AC and WiFi in beautiful Portsmouth

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
The Mermaids Lair ♀️, vacation rental in Portsmouth
The Mermaids Lair ♀️, vacation rental in Portsmouth
The Mermaids Lair ♀️, vacation rental in Portsmouth

The Mermaids Lair ♀️

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Cheerful 2 bedroom 2 full bathroom townhouse, vacation rental in Portsmouth
Cheerful 2 bedroom 2 full bathroom townhouse, vacation rental in Portsmouth
Cheerful 2 bedroom 2 full bathroom townhouse, vacation rental in Portsmouth

Cheerful 2 bedroom 2 full bathroom townhouse

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Portsmouth Perfection Downtown- historic Parkview, vacation rental in Portsmouth
Portsmouth Perfection Downtown- historic Parkview, vacation rental in Portsmouth
Portsmouth Perfection Downtown- historic Parkview, vacation rental in Portsmouth

Portsmouth Perfection Downtown- historic Parkview

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Portsmouth Waterfront Vacation Rental w/ Deck, vacation rental in Portsmouth
Portsmouth Waterfront Vacation Rental w/ Deck, vacation rental in Portsmouth
Portsmouth Waterfront Vacation Rental w/ Deck, vacation rental in Portsmouth

Portsmouth Waterfront Vacation Rental w/ Deck

Rental Home
5 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Modern Portsmouth Apartment: Walk to Norfolk Ferry, vacation rental in Portsmouth
Modern Portsmouth Apartment: Walk to Norfolk Ferry, vacation rental in Portsmouth
Modern Portsmouth Apartment: Walk to Norfolk Ferry, vacation rental in Portsmouth

Modern Portsmouth Apartment: Walk to Norfolk Ferry

Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Historical Charming 3 Bedroom Near Portsmouth Naval Hospital and Rivers Casino., vacation rental in Portsmouth
Historical Charming 3 Bedroom Near Portsmouth Naval Hospital and Rivers Casino., vacation rental in Portsmouth
Historical Charming 3 Bedroom Near Portsmouth Naval Hospital and Rivers Casino., vacation rental in Portsmouth

Historical Charming 3 Bedroom Near Portsmouth Naval Hospital and Rivers Casino.

Rental Home
3 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Charming 3-bedroom house with WiFi in Portsmouth near the Elizabeth River, vacation rental in Portsmouth
Charming 3-bedroom house with WiFi in Portsmouth near the Elizabeth River, vacation rental in Portsmouth
Charming 3-bedroom house with WiFi in Portsmouth near the Elizabeth River, vacation rental in Portsmouth

Charming 3-bedroom house with WiFi in Portsmouth near the Elizabeth River

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Hidden Gem, vacation rental in Portsmouth
Hidden Gem, vacation rental in Portsmouth
Hidden Gem, vacation rental in Portsmouth

Hidden Gem

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Cozy Portsmouth Retreat 2BR/1BA, vacation rental in Portsmouth
Cozy Portsmouth Retreat 2BR/1BA, vacation rental in Portsmouth
Cozy Portsmouth Retreat 2BR/1BA, vacation rental in Portsmouth

Cozy Portsmouth Retreat 2BR/1BA

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
5 Minutes to the Casino!Family sized home 3 bedroom with patio and a game room, vacation rental in Portsmouth
5 Minutes to the Casino!Family sized home 3 bedroom with patio and a game room, vacation rental in Portsmouth
5 Minutes to the Casino!Family sized home 3 bedroom with patio and a game room, vacation rental in Portsmouth

5 Minutes to the Casino!Family sized home 3 bedroom with patio and a game room

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Beautiful 4bedroom vacation pool home, where relaxation & indulgence intertwine., vacation rental in Portsmouth
Beautiful 4bedroom vacation pool home, where relaxation & indulgence intertwine., vacation rental in Portsmouth
Beautiful 4bedroom vacation pool home, where relaxation & indulgence intertwine., vacation rental in Portsmouth

Beautiful 4bedroom vacation pool home, where relaxation & indulgence intertwine.

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Comfortable & Private 2 Bedrm Cottage w/ King bed., vacation rental in Portsmouth
Comfortable & Private 2 Bedrm Cottage w/ King bed., vacation rental in Portsmouth
Comfortable & Private 2 Bedrm Cottage w/ King bed., vacation rental in Portsmouth

Comfortable & Private 2 Bedrm Cottage w/ King bed.

Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
3 Bdrm GEM in Portsmouth, Sleeps 6! Close to Casino & All., vacation rental in Portsmouth
3 Bdrm GEM in Portsmouth, Sleeps 6! Close to Casino & All., vacation rental in Portsmouth
3 Bdrm GEM in Portsmouth, Sleeps 6! Close to Casino & All., vacation rental in Portsmouth

3 Bdrm GEM in Portsmouth, Sleeps 6! Close to Casino & All.

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Remodeled Townhome- close to shopping, dining and 40 min from VABeach, vacation rental in Portsmouth
Remodeled Townhome- close to shopping, dining and 40 min from VABeach, vacation rental in Portsmouth
Remodeled Townhome- close to shopping, dining and 40 min from VABeach, vacation rental in Portsmouth

Remodeled Townhome- close to shopping, dining and 40 min from VABeach

Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Parkside Suites minutes away from Downtown!, vacation rental in Portsmouth
Parkside Suites minutes away from Downtown!, vacation rental in Portsmouth
Parkside Suites minutes away from Downtown!, vacation rental in Portsmouth

Parkside Suites minutes away from Downtown!

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Old Town Portsmouth Retreat Historic District, vacation rental in Portsmouth
Old Town Portsmouth Retreat Historic District, vacation rental in Portsmouth
Old Town Portsmouth Retreat Historic District, vacation rental in Portsmouth

Old Town Portsmouth Retreat Historic District

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
NEW! Lovely Home Near Night Life., vacation rental in Portsmouth
NEW! Lovely Home Near Night Life., vacation rental in Portsmouth
NEW! Lovely Home Near Night Life., vacation rental in Portsmouth

NEW! Lovely Home Near Night Life.

Rental Home
3 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Portsmouth 2BR/1BA Getaway, vacation rental in Portsmouth
Portsmouth 2BR/1BA Getaway, vacation rental in Portsmouth
Portsmouth 2BR/1BA Getaway, vacation rental in Portsmouth

Portsmouth 2BR/1BA Getaway

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Coastal family sized! Central to attractions!  Long term ask for rate. Workspace, vacation rental in Portsmouth
Coastal family sized! Central to attractions!  Long term ask for rate. Workspace, vacation rental in Portsmouth
Coastal family sized! Central to attractions!  Long term ask for rate. Workspace, vacation rental in Portsmouth

Coastal family sized! Central to attractions! Long term ask for rate. Workspace

Rental Home
3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Comfy stylish townhome, vacation rental in Portsmouth
Comfy stylish townhome, vacation rental in Portsmouth
Comfy stylish townhome, vacation rental in Portsmouth

Comfy stylish townhome

Rental Home
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Mint2Stay Luxury Suite w/backyard amenities- 20 minutes from the nearest beach!, vacation rental in Portsmouth
Mint2Stay Luxury Suite w/backyard amenities- 20 minutes from the nearest beach!, vacation rental in Portsmouth
Mint2Stay Luxury Suite w/backyard amenities- 20 minutes from the nearest beach!, vacation rental in Portsmouth

Mint2Stay Luxury Suite w/backyard amenities- 20 minutes from the nearest beach!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
3 Bedroom, 6 beds, near Rivers Casino!, vacation rental in Portsmouth
3 Bedroom, 6 beds, near Rivers Casino!, vacation rental in Portsmouth
3 Bedroom, 6 beds, near Rivers Casino!, vacation rental in Portsmouth

3 Bedroom, 6 beds, near Rivers Casino!

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
3D Theater plus Dock on Small Lake, vacation rental in Portsmouth
3D Theater plus Dock on Small Lake, vacation rental in Portsmouth
3D Theater plus Dock on Small Lake, vacation rental in Portsmouth

3D Theater plus Dock on Small Lake

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Showing results 1-50 of 59
Frequently Asked Questions about Portsmouth





Things to DoRestaurantsFlightsVacation RentalsTravel StoriesCruisesRental Cars