Holiday rentals in Portsmouth
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Top-rated holiday rentals in Portsmouth
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Downtown Market St Loft—Style & Cozy, Above it All
Live local in the heart of Portsmouth! Relax in our bright, two-level loft above Historic Market Street—steps from cafés, boutique shops & more. Stay in PORTSMOUTH'S BEST VACATION HOME! 🏆 Editors Choice, Condé Nast Traveler. Why you’ll love it ➝ Full kitchen ➝ Eclectic & full of personality ➝ Sunny deck with skyline view ➝ Comfy queen bed ➝ Fast WiFi, dedicated workspace ➝ Walk 2min to "the decks", restaurants & Prescott Park. TREAT YOURSELF to a cozy downtown stay—reserve your dates today!
Luxurious Oceanfront Property
Welcome to The Luxurious, where a unique boat feeling awaits you. Completely remodeled with high-end finishing, an elevator accesses all three levels. An open floor concept invites the ocean breeze and offers unique views. A modern fitness room, a year-round hot tub and firepit will enhance your stay. After a day at the beach, enjoy the sunset from the house and walk to the Nubble Light House to savor Maine's famous blueberry ice cream and pie ! Fishing dock not available at the moment.
Studio Apt. in Historical Portsmouth NH
Second floor studio in an 1890's historical house with a queen pull down "Murphy" bed. Walking distance to downtown with many restaurants/shopping/nightlife/theaters/walking trails/liquor store/grocery/gas/pharmacy/pubs/coffee shop/ice skating/laundry. Close by are beaches/boat tours and golf to name a few. The seacoast has much to offer. 1 hr. from Boston, 1.5 hr from White Mountains. This is a very friendly neighborhood and you'll just love the charm that Portsmouth has to offer!
The Tugboat - KingBed, Waterfront! Parking!
Location Location! Welcome to the Tugboat! A Tastefully decorated 1 Bedroom w/King Bd located on the Historic Waterfront of Portsmouth. All the shops, restaurants, rich history, festivities, and nightlife are right here a few steps away! Enjoy the sunsets over the river while sipping a glass of wine on the front steps before going out. Open the Dutch Door to watch the Tugboats and get all the smells from the restaurants surrounding you. It will be hard not to eat out every night.
Badgers Island Cottage
You will fall in love with this cozy Maine cottage on Badgers Island! From its lovely views of the Piscataqua River, to its gardens, open-concept floor plan and tasteful style -- it is everything an island home should be. Features an updated kitchen with brand new appliances with granite counters, Brand new tub, toilet, and vanity, wood floors in every room, and full walk-out basement. Walk to Portsmouth or sit on the porch and watch the boats go by -- island living at its best!
Fresh Modern Garden Level Kittery Studio
This stylish garden level modern apartment is well located in Kittery and provides local recommendations from the hosts that live in the upper unit. The kitchen is fully stocked with all your cooking and coffee needs, and includes an under-counter fridge, under-counter freezer, and microwave. The house is less than a mile to downtown Kittery and the shipyard gates, and less than two miles to Portsmouth. (All very walkable with sidewalks) Kittery STR License Number: ABNB-25-43
*Beachfront* Vintage Coastal Cottage - Relaxation
It's always about the view and this place will leave you feeling energized and calm. Situated on premium beachfront property, this single family home has luxurious amenities like super plush towels, organic cotton bedding and touches to make your getaway feel that much Take a virtual tour here: https://bit.ly/3vK5F0G We've outfitted it with an extra screen and a setup to get you up and running. Google home and Sonos systems bring this 100 year old beauty into this century.
A water view slice of heaven at Pepperrell Cove
Enjoy the peace and tranquility of staying in Kittery Point Maine’s exclusive Pepperrell Cove area. • Walk three minutes to dinner at one of three amazing waterfront restaurants • Enjoy a private chartered boat ride from across the street • Rent kayaks • Visit Fort McClary • Hike Cutts Island Trail • Visit Crescent and Seapoint beaches • Shop and dine in Kittery’s Wallingford Square, downtown Portsmouth, and the Kittery Outlets. Everything is within fifteen minutes away!
Serene Waterfront Studio in Downtown Portsmouth
Welcome to your spacious studio directly on the Piscataqua River in downtown Portsmouth. This lovely abode is just a short walk to all of Portsmouth's shops and restaurants and a stones throw from the best roof-top restaurant and taco bar in town. This relaxing condo offers a queen bed with 600 thread-count sheets, one full bath, a vibrant dining area, a large screen TV with full WIFI and ROKU access, and a casual contemporary ambiance to make you feel right at home.
Portsmouth Waterfront Cottage
Our waterfront cottage is a unique property offering style, tranquility, and walking access to Portsmouth’s Market Square. The theme is a blend of New England charm and Scandinavian modern. We offer an amazing view, two decks, a modern kitchen, laundry, and free parking for one vehicle. This premium property sleeps four, counting children. It offers a quiet romantic escape for the discerning traveler, and yet is just a ten minute walk to Market Square.
Romantic Mirror cabin in the woods
Stay at Hidden Pines Cabins. The Mirror cabin is Maines only 3 sided floor to ceiling mirrored glass cabin. Unwind in the hot tub while looking up at the sky full of stars. Take a sauna while surrounded by nature all around. Located in the majestic forest of mount Agamenticus, the extensive trail system is off of our road. Short drive to the Ogunquit/York beaches, Outlets at Kittery and near Portsmouth, Dover and Portland restaurant scenes.
Lovely Waterfront Suite, New Hampshire Seacoast
Great location to enjoy the New Hampshire Seacoast. Just a few minutes to Portsmouth and Durham, perfect romantic getaway, or convenient spot to visit your student at the University of New Hampshire. Wonderful one bedroom suite, private patio. Enjoy the waterfront deck, complete with a heated dome for winter. This is place is truly magical. You will enjoy how special it is. Close and convenient spot on the New Hampshire - Maine boarder.
Popular amenities for Portsmouth holiday rentals
Stay near Portsmouth's top sights
Other great holiday rentals in Portsmouth
The Penthouse on Penhallow
Luxury Year-round Treehouse with private hot tub
Enjoy downtown Portsmouth!
The Barn on Broadway
Romantic New England Historic Schoolhouse c1866
Kittery Cove | Luxe, Views, Walk to Portsmouth
The ZEN welcomes you, your home away from home.
Chic 1 BR with Sauna & King Bed
When is the best time to visit Portsmouth?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $231 SGD | $240 SGD | $239 SGD | $260 SGD | $291 SGD | $328 SGD | $357 SGD | $388 SGD | $320 SGD | $289 SGD | $257 SGD | $257 SGD |
| Avg. temp | -5°C | -3°C | 1°C | 7°C | 13°C | 18°C | 21°C | 20°C | 16°C | 10°C | 4°C | -1°C |
Frequently Asked Questions
What are the best places to stay in Portsmouth?
Portsmouth has historic downtown stays, homes set along tree-lined streets, and properties near the waterfront. Many travelers look for stays in the Market Square area to be close to local dining and galleries.
What are the best things to do in Portsmouth with kids?
Explore hands-on exhibits at the Children's Museum of New Hampshire, stroll Prescott Park’s gardens, or tour the historic Strawbery Banke Museum. Ice cream shops and short harbor cruises are frequently suggested family favorites.
What are some of the best things to do in Portsmouth?
Discover historic homes at Strawbery Banke Museum, explore the waterfront near Prescott Park, and wander lively Market Square with shops and cafes. Many visitors enjoy local theater performances as well.
How is the weather in Portsmouth?
Portsmouth’s winters are cold, often ranging from 14–33°F (-10–0°C), while summers are mild and pleasant near 58–81°F (15–27°C). Snow is common in winter, and spring brings increasing rain with warming temperatures.
When is the best time to visit Portsmouth?
Late spring through early fall is often recommended for milder temperatures, blooming gardens, and local festivals. Winters are quieter, with snow and festive lights around downtown.
What are the best places to visit in Portsmouth?
Strawbery Banke Museum, the historic waterfront around Prescott Park, and Market Square’s shops are frequently suggested places to explore. The Portsmouth Athenaeum has local history collections.
What are some hiking trails in Portsmouth?
Explore walking trails at the Urban Forestry Center or loop paths through the Great Bay National Wildlife Refuge near Portsmouth. Many enjoy easy waterfront strolls in Prescott Park.
What are some family activities we can do in Portsmouth?
Families often explore the Children's Museum of New Hampshire, picnic in Prescott Park, or join guided tours at Strawbery Banke Museum. Seasonal harbor cruises and ice cream stops are popular choices.
What are some of the best day trip ideas from Portsmouth?
Around Portsmouth, many explore sandy beaches, local wineries, and historic towns in coastal New England. Outdoor lovers often visit nature reserves or take boat tours for a change of scenery.
Are there any pet friendly accommodations available in Portsmouth?
Portsmouth has a range of pet-friendly homes and apartments, particularly near Market Square and the waterfront. Many hosts welcome pets and offer nearby parks for walks.
What are some local tips for visiting Portsmouth?
Portsmouth’s downtown is very walkable, so comfortable shoes are helpful. Locals suggest exploring early to enjoy quieter mornings and sampling regional seafood at area restaurants.
What is Portsmouth known for?
Portsmouth is known for its colonial-era architecture, thriving arts scene, and rich maritime heritage. The downtown area has historic homes, public gardens, and diverse dining.
What are the best hidden gems to explore in Portsmouth?
The Portsmouth Athenaeum is often considered a quiet spot for history, and small galleries tucked off Market Square showcase local artists. Peaceful paths at the Urban Forestry Center invite relaxed walks.
What are the best foods to try in Portsmouth?
Portsmouth’s cuisine highlights fresh seafood such as lobster rolls, clam chowder, and oysters. Many local bakeries serve maple-infused treats and New England-style pies.
What should I bring for a trip to Portsmouth?
Pack layers for shifting coastal weather, walking shoes for downtown exploring, and a rain jacket during wet months. In winter, include warmer coats, gloves, and a hat.
What is the nightlife in Portsmouth like?
Portsmouth has lively pubs, craft breweries, and venues hosting local bands or theater performances. The downtown area and waterfront bars are often suggested for evening outings.
What are the most popular events or festivals in Portsmouth?
Portsmouth's Market Square Day in early summer celebrates local culture, and Prescott Park Arts Festival hosts outdoor performances and concerts in warmer months. Holiday tree lightings and fairs draw crowds in winter.
Are there family friendly vacation rentals in Portsmouth?
Portsmouth has family-friendly rentals in neighborhoods near downtown, with homes suited for varying group sizes. Many listings include amenities such as kitchen facilities or outdoor spaces.
Quick stats about holiday rentals in Portsmouth
Total holiday rentals
Explore 240 holiday rentals in Portsmouth
Nightly prices starting at
Portsmouth holiday rentals start at $13 SGD per night before taxes and fees
Verified guest reviews
Over 20,740 verified reviews to help you choose
Family-friendly holiday rentals
120 properties offer extra space & child-friendly amenities
Pet-friendly holiday rentals
Find 50 rentals that welcome pets
Rentals with dedicated workspaces
130 properties have a dedicated workspace
Wifi availability
230 of Portsmouth holiday rentals include wifi access
Popular amenities for guests
Guests love Self check-in, Beachfront and Gym across Portsmouth rentals
4.9 Average rating
Portsmouth stays are highly rated by guests – averaging 4.9 out of 5!
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