Holiday houses in Portsmouth

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Top-rated holiday rentals in Portsmouth

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Top Guest favourite
A weathered sign reading 'Rose Cottage' hangs from a tree, with vibrant autumn leaves surrounding the area. A quiet road is visible in the background, framed by trees, creating a serene and inviting atmosphere.
Guest suite in Lebanon
4.97 out of 5 average rating, 196 reviews

Rustic Rose Cottage of Historic West Lebanon

Rustic guest suite on serene four acres. Abutting colonial cape style house and West Lebanon Historic District date back to early 18th Century. Private parking & entrance, queen memory foam mattress, steam sauna, kitchen and laundry supplies, and desk and high speed wifi for telework. Minutes from Skydive New England, Prospect Hill Winery or McDougal Orchard. 30min to Portsmouth NH, Maine beaches, and Lake Winnipesaukee. Just over an hour to the White Mountains, Portland ME or the Boston area.

Top Guest favourite
A cozy living area features a sectional couch adorned with pillows, set against a backdrop of exposed brick walls. Shelves display decorative items, including nautical decor. A round coffee table rests on a patterned rug, with light streaming through windows highlighting the eclectic design.
Loft in Portsmouth
4.96 out of 5 average rating, 260 reviews

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!

Top Guest favourite
A spacious sleeping area features a large bed with decorative pillows and a textured blanket. Nightstands are positioned on both sides, each with a lamp and small items. Soft light filters through sheer curtains, complementing the pleasant wall art above the bed.
Guest suite in Kittery Point
4.97 out of 5 average rating, 160 reviews

Seacoast Suite

Welcome to our traditional Maine Gambrel where you will have a private entrance, bedroom, bathroom and sitting area. The 250 sq ft suite has a queen bed, tv, Wi-Fi, hot drinks, mini fridge, microwave, and private space. We are located just over an hour from Boston or Portland, 5 min to Kittery shopping outlets, half mile to a boat launch & 5-15 min drive to a number of beaches. We are located in a quiet residential neighborhood. We ask for no animals since there's a cat that lives here too.

Top Guest favourite
Apartment in Newmarket
4.97 out of 5 average rating, 250 reviews

Spacious private Studio & Experienced SuperHosts!

Move-in ready, furnished & fully equipped apartment near downtown & river in working class, generally quiet pocket neighborhood. Separate entrance, spacious sleeping/living room, lots of windows, DOUBLE bed, couch, AC, TV, cable & WiFi, 3/4 bath. We disinfect spaces with UVC lamp & hospital-grade cleaning products as part of our deep cleaning & disinfection protocols, often closing between guests. Distance check-in. WALK to local fresh market, restaurants, cafes & bars for takeout or eat in.

Top Guest favourite
An aerial view captures the waterfront of Portsmouth, featuring several tugboats docked along the river. Historical buildings line the shore, showcasing brick facades and a bustling atmosphere. A vibrant marketplace is visible along the waterfront, with boats gently bobbing in the water.
Apartment in Portsmouth
4.98 out of 5 average rating, 303 reviews

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.

Top Guest favourite
A private deck is showcased with an orange umbrella providing shade over a round table. A potted plant sits on the table, and views of neighboring rooftops and the clear sky are visible in the background.
Loft in Portsmouth
4.95 out of 5 average rating, 336 reviews

Downtown, Deck, Fireplace, 95 WalkScore

Welcome to our modern loft in the heart of Portsmouth! Enjoy your stay in this beautifully furnished property, complete with a private deck and gas fireplace in the master bedroom. Located just steps away from Market Square, you'll have easy access to Portsmouth's best shops, restaurants, and attractions. Our property is perfect for couples looking for a romantic getaway or business travelers seeking a comfortable stay. Book now and experience all that Portsmouth has to offer!

Top Guest favourite
A cozy living room features a white-brick fireplace, with a functional gas flame. Stylish furniture includes a patterned armchair and a soft couch, complemented by a light-colored striped wooden floor. Large windows allow natural light and offer views of the surrounding area.
Home in Rye
4.98 out of 5 average rating, 344 reviews

*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.

Top Guest favourite
A modern kitchen area is highlighted by a long, sturdy island with blue cabinetry and four round stools. A rustic wooden beam ceiling is adorned with hanging plants. A dining table with wooden chairs and a bowl of fresh fruit is positioned nearby, illuminated by large pendant lights.
Farm stay in Stratham
4.99 out of 5 average rating, 137 reviews

Cozy family friendly private apartment farm stay

Entire apartment renovated in winter '24 featured on HGTV's Farmhouse Fixer S3! Come stay at cozy working farm in the Seacoast of New Hampshire. Just 1 hr from Boston and 20 mins from Portsmouth, this private three-bedroom apartment has everything you need for a relaxing stay. The apartment is uniquely furnished with heirloom family antiques that have been passed down for generations. With a blend of farmy & modern, this apartment is gorgeous and fully functional.

Guest favourite
A light-filled living area features a spiral staircase ascending to the upper level. A cozy sofa is complemented by a white coffee table and a media console with a television. Large windows allow natural light to brighten the space, while indoor plants add a touch of nature.
Cottage in Portsmouth
4.88 out of 5 average rating, 107 reviews

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.

Top Guest favourite
A contemporary cabin retreat is nestled among tall trees, softly illuminated by warm outdoor lights. A wooden deck with steps leads to a welcoming entrance. A separate sauna structure is visible, surrounded by snow-covered ground, providing a serene atmosphere in a tranquil forest setting.
Home in South Berwick
5 out of 5 average rating, 109 reviews

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.

Top Guest favourite
A cozy entrance is seen under a covered porch, featuring two small chairs and a welcoming door. The area is surrounded by green grass and trees, with a gravel driveway leading up to the entrance. A picnic table is positioned on the lawn nearby.
Guesthouse in Durham
4.99 out of 5 average rating, 199 reviews

"Oyster River Flat" new construction, walk to town

Enjoy our cozy guest flat on the same 1-acre property as our 1917 home, but with its own entrance, parking, full kitchen and bath. Walking distance to downtown Durham, the Oyster River, and Great Bay, with many hiking trails a short drive away. Take a walk to the historic Mill Pond Dam or to Tideline Public House (food truck park). This efficient space is for 1-2 people, with one queen bed available.

Top Guest favourite
The living area features exposed brick walls and wooden beams, giving it a historic charm. A neutral-colored sofa is positioned beside a small wooden coffee table. A round dining table with black chairs is visible, providing a cozy space for meals.
Condo in Portsmouth
4.99 out of 5 average rating, 109 reviews

Lovely 1-bdr condo in historic downtown Portsmouth

Awesome historic 1 bedroom condo in downtown Portsmouth close to everything. Sleeps up to 4 with bedroom, and queen sleeper sofa in living room. Newly renovated. Enjoy relaxing in this unique and charming space with exposed brick and beams. Full kitchen, eat in or go out! Shops and restaurants at your doorstep. Walking distance to everything downtown Portsmouth has to offer.

Popular amenities for Portsmouth holiday rentals

When is the best time to visit Portsmouth?

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Avg. price$308 NZD$320 NZD$319 NZD$346 NZD$387 NZD$437 NZD$476 NZD$518 NZD$427 NZD$386 NZD$343 NZD$343 NZD
Avg. temp-5°C-3°C1°C7°C13°C18°C21°C20°C16°C10°C4°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 $17 NZD 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 and kid-friendly amenities

  • Pet-friendly accommodation

    Find 50 rentals that welcome pets

  • Rentals with dedicated workspaces

    130 properties have a dedicated workspace

  • Wi-Fi availability

    230 of Portsmouth holiday rentals include Wi-Fi 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!