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Check prices for these dates

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
In two months
Jan 1 - Jan 3

Our top choices for Portsmouth cottages

A modern living room with a wooden coffee table, a large white orchid, and a flat-screen TV.

1. Cozy Private Cottage, Wifi, Pet Friendly & Perfect for Extended Stays!

Cozy Private Cottage, Wifi, Pet Friendly & Perfect for Extended Stays!
Portsmouth
9.2 out of 10, Wonderful, (29 reviews)
"We really enjoyed our stay! The house was cozy and the perfect size for the three of us. While we didn't do any cooking, the kitchen appeared to have everything you would need. The shower had great hot water, which was nice after a long day. The neighborhood was quiet and peaceful, and there were several good restaurants nearby, making it easy to grab a meal. We'd definitely stay here again!"
United States
Allan S.
The price is CA $165
CA $485 total
includes taxes & fees
Nov 9 - Nov 10
Cozy Private Cottage, Wifi, Pet Friendly & Perfect for Extended Stays!
A two-story house with a front porch, a garage, and a well-maintained lawn.

2. Entire Home in Chesapeake, Virginia

Entire Home in Chesapeake, Virginia
3.0 star property
Chesapeake
The price is CA $261
CA $900 total
includes taxes & fees
Nov 23 - Nov 24
Entire Home in Chesapeake, Virginia
A beachside seating area with a wooden pergola, a blue and green slide, and a view of the beach and ocean.

3. 902 CH Historic Carriage House 20 Steps to Beach + Hot Tub, Kayaks, Beachfront Grilling

902 CH Historic Carriage House 20 Steps to Beach + Hot Tub, Kayaks, Beachfront Grilling
Willoughby Spit
The price is CA $134
CA $1,176 total
includes taxes & fees
Nov 29 - Nov 30
902 CH Historic Carriage House 20 Steps to Beach + Hot Tub, Kayaks, Beachfront Grilling
A beachside seating area with a wooden pergola, a blue and green slide, and a view of the beach and ocean.

4. 900 A Seaside 2BR Duplex Steps to Bay w/ Veranda

900 A Seaside 2BR Duplex Steps to Bay w/ Veranda
Willoughby Spit
The price is CA $140
CA $1,157 total
includes taxes & fees
Nov 10 - Nov 11
900 A Seaside 2BR Duplex Steps to Bay w/ Veranda
A two-story house with a white porch and a mailbox.

5. Norfolk Beach Cottage Rental

Norfolk Beach Cottage Rental
East Ocean View
9.0 out of 10, Wonderful, (307 reviews)
"Great space, close to a great beach, loved that it’s pet friendly with space for our dog to run around, a good park within walking distance, and host was very communicative. Loved our time here!"
United States
Anonymous traveller
The price is CA $235
CA $580 total
includes taxes & fees
Nov 9 - Nov 10
Norfolk Beach Cottage Rental
A beachside seating area with a wooden deck and a view of the ocean.

6. 902.B Historical Beachfront Duplex Sauna, Fireplace Hot Tub, Beachfront Grilling & Kayaks

902.B Historical Beachfront Duplex Sauna, Fireplace Hot Tub, Beachfront Grilling & Kayaks
Willoughby Spit
The price is CA $155
CA $1,176 total
includes taxes & fees
Nov 12 - Nov 13
902.B Historical Beachfront Duplex Sauna, Fireplace Hot Tub, Beachfront Grilling & Kayaks
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Learn more about Portsmouth

Naval history comes alive at the Portsmouth Naval Shipyard Museum where interactive exhibits reveal centuries of maritime stories. Stroll the scenic seaport district along the Elizabeth River and catch the free ferry to explore neighbouring Norfolk's waterfront attractions.

See all hotels in Portsmouth
A waterfront sign with a sun, waves, and stars, with the word "PORTSMOUTH" at the bottom.

Top reviews in Portsmouth

A hotel facade with a large entrance, a flag, and a storefront with 'Perry Glass Art Collection' signage.
Glass Light Hotel & Gallery, Autograph Collection

Glass Light Hotel & Gallery, Autograph Collection

Glass Light Hotel & Gallery, Autograph Collection
Downtown Norfolk

10/10 Excellent

Just be mindful of mold build up in stand up showers on caulking and on grout. Maintain carpet as an area was peeling. Stain in couch cushion was gross but I just covered it with a towel. Clean it so it doesn’t have drip Residue.
Canada
Elizabeth Trixie
Reviewed July 10, 2026
Glass Light Hotel & Gallery, Autograph Collection

Frequently Asked Questions

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We think that vacations should be hassle-free, so if you're seeking cottages in Portsmouth at a nice price, Expedia has you covered. Keep the budget under control and stay in a wallet-friendly option far from the hustle and bustle, or book a luxury cottage to spoil your favorite people.

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What is there to do in Portsmouth near my cottage?

Portsmouth has enough sights to keep you on the hop for weeks, beginning with Commodore Theatre. Frank D Lawrence Stadium, Tidewater Yacht Marina and Virginia Sports Hall of Fame and Museum are other well-known attractions. If you're lingering longer, Hill House Museum and Portsmouth Naval Shipyard Museum are worthwhile additions to your itinerary.

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