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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Top guest favourite
A modern cabin with an A-frame shape is illuminated by warm lights, surrounded by tall trees. In front, a fire pit with wooden chairs invites gatherings, while a hot tub and sauna are visible nearby, contributing to the outdoor relaxation space.
Cabin in South Berwick
5 out of 5 average rating, 250 reviews

Romantic A-Frame cabin in the woods

Stay at Hidden Pines Cabins. Modern cabin tucked privately in the forest. Loaded with modern amenities make it perfect for a romantic getaway. Unwind in the hot tub looking up at the sky full of stars. Take a Sauna while being surrounded by nature all around. Relax by the fire pit. Located in the majestic forest of mount agamenticus, the extensive trail system is off 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 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, 255 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
A cozy sitting area features a dark leather sofa facing a wall-mounted television. A wooden coffee table occupies the center, with decorative items placed on its surface. The adjacent wall showcases a colorful patchwork of reclaimed wood, complemented by warm lighting and a mirror.
Flat in Portsmouth
4.95 out of 5 average rating, 287 reviews

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!

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.
Flat in Portsmouth
4.99 out of 5 average rating, 296 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 modern living area features a light-colored sectional sofa adorned with green accent pillows. A sleek coffee table with a reflective surface is centered on the wood flooring. Natural light filters through a nearby window, illuminating the space and a botanical print hangs on the wall.
Flat in Kittery
4.97 out of 5 average rating, 242 reviews

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-24-67

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, 336 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 welcoming living area showcases a large screen displaying Netflix. Two brown armchairs with throw pillows are positioned beside a modern coffee table. A cozy fireplace adds warmth, while soft gray and blue tones create a relaxing atmosphere. Natural light filters through the windows.
Home in Kittery Point
5 out of 5 average rating, 162 reviews

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!

Guest favourite
A spacious studio features exposed wooden beams, with a dining area showcasing a wooden table and patterned blue chairs. A comfortable seating area includes a television and light-colored furnishings. Large windows provide natural light and views of the outdoors, enhancing the contemporary atmosphere.
Flat in Portsmouth
4.93 out of 5 average rating, 152 reviews

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.

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, 98 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 cozy living room is featured, furnished with a green couch and a wooden coffee table. Natural light is provided by two large windows, framed with gray curtains. A flat-screen TV is positioned on a contemporary media console, complemented by a leather ottoman.
Flat in Kittery
4.98 out of 5 average rating, 105 reviews

Charming retreat in Kittery

Welcome to our Airbnb. Less than 10 min drive to downtown Kittery and Portsmouth - easy access to the shops and restaurants in Market Square and the Kittery Foreside. Take a drive along the seacoast, explore Fort Foster, or sit back and relax on Long Sands beach. Enjoy the 43" 4K TV with all the apps. The kitchen is stocked with all the essentials including a Keurig machine & K-Cups. Plus, off-street parking, air conditioner, FAST WiFi, & a comfy bed!

Top guest favourite
An open layout features a kitchen area and dining space with a wood table and two chairs. The cozy sleeping area includes a spacious bed against a wooden accent wall. Pendant lights hang above, while natural light from the windows highlights the wood flooring.
Flat in Kittery
4.98 out of 5 average rating, 262 reviews

Goose Point Getaway (a boutique AirBnB experience)

Our Goose Point Getaway is a one bedroom apartment located in the lower level of our home. Completely private with its own entrance and no shared space with the owners. You can see a peek of Spruce Creek (a tidal inlet) from the bedroom window and deck. The space has been designed to offer a relaxed, comfortable get away experience. Our home is located in a quiet neighborhood which loops around Spruce Creek.

Popular amenities for Portsmouth holiday rentals

When is the best time to visit Portsmouth?

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Avg. price$234 SGD$243 SGD$242 SGD$262 SGD$294 SGD$331 SGD$361 SGD$392 SGD$323 SGD$292 SGD$260 SGD$260 SGD
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Frequently Asked Questions

  • How is the weather in Portsmouth?

    Portsmouth experiences a typical New England climate, with distinct four seasons. Summers are warm and humid with temperatures ranging from 60°F (15°C) to 80°F (27°C), while winters can get chilly dropping to as low as 16°F (-9°C) and reaching up to 35°F (2°C). Pack accordingly, and if visiting in winter, don't forget to enjoy some snowshoeing or ice skating.

  • What are some of the best things to do in Portsmouth?

    Portsmouth is brimming with activities. You can explore the New Hampshire Art Association's gallery, catch a show at the Music Hall, or bike along the scenic Portsmouth Harbor Trail. For those interested in history, a tour of the Moffatt-Ladd House provides insight into colonial-era Portsmouth.

  • What is the best time of year to visit Portsmouth?

    June through October are often recommended to visit Portsmouth when the weather is pleasant. During summer, Portsmouth hosts the Prescott Park Arts Festival featuring theatre, music, and dance performances. Fall is equally popular with visitors coming to enjoy the vibrant foliage.

  • What are the best places to stay in Portsmouth?

    The Downtown district of Portsmouth is a popular area to stay with a variety of accommodation options close to eateries, shops, and attractions. Alternatively, the South End is a charming, historic neighborhood offering a quieter setting while still being near downtown. For those seeking waterfront views, consider staying in the Badger's Island area.

  • What are the best places to visit in Portsmouth?

    Portsmouth has a rich array of destinations to visit. Stroll through the preserved 17th and 18th-century buildings in Strawberry Banke Museum, explore the marine life at the Seacoast Science Center, or enjoy a peaceful walk in Prescott Park. For a unique historical experience, the USS Albacore Museum holds a retired US Navy submarine open for tours.

  • What are some hiking trails in Portsmouth?

    Portsmouth is surrounded by scenic nature trails. The Urban Forestry Center has over 165 acres (67 hectares) of trails to explore, with varying difficulty levels. Sagamore Creek Land has 3.1 miles (5 km) of trails with beautiful views of the Piscataqua River. For bird-watching enthusiasts, you may want to explore Great Island Common's trails. Just remember to respect the environment and stay on the designated paths.

  • What are some family activities to do in Portsmouth?

    Families visiting Portsmouth will find plenty of engaging activities. Children will enjoy the interactive exhibits at the Children's Museum of New Hampshire, a short drive from Portsmouth. For a day outdoors, consider a picnic at Prescott Park, or visit the Great Bay Discovery Center, which has a range of wildlife-focused activities for all ages.

  • What are some of the best day trip ideas in Portsmouth?

    If you're interested in day trips, Portsmouth serves as a great base to explore the surrounding regions. Isles of Shoals, a group of small islands, is just a short boat ride away, perfect for a day of exploration. Alternatively, you could visit the nearby towns of Dover and Kittery for a taste of local history and culture.

  • Are there vacation rentals with a dedicated workspace in Portsmouth?

    Yes! Work meets play with ease at over 130 vacation rentals in Portsmouth featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Portsmouth?

    Four-legged friends are welcome in Portsmouth. Choose from more than 50 vacation rentals for guests traveling with pets.

  • How much does it cost to stay in house rentals in Portsmouth?

    Experience the best of Portsmouth with our house rentals, starting at about $10 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Portsmouth have a bbq area?

    Absolutely! We offer over 30 house rentals with a bbq area in Portsmouth. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Portsmouth have self check-in?

    Absolutely! We offer over 30 house rentals with self check-in in Portsmouth. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Portsmouth have a gym?

    Absolutely! We offer over 10 house rentals with a gym in Portsmouth. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in Portsmouth?

    Portsmouth has more than 70 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • What are the most popular amenities for House Rentals in Portsmouth?

    Enhance your stay in our House Rentals with the most popular amenities: over 30 homes with a bbq area, over 10 homes with a gym, over 30 homes with self check-in, and more. Indulge in the ultimate retreat, tailored to your preferences.

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!