Holiday rentals in Portsmouth

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Top-rated holiday rentals in Portsmouth

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Guest favourite

Guest suite in Rye

4.88 out of 5 average rating, 154 reviews

Seacoast Solo

A New England stopover 10 min from the Atlantic Coast, 5-20 to restaurants, arts, historical sites, and outdoor explores. Easily en route to MA, ME, VT +. One small guest room for solo traveller, separate entrance, private bath, forest facing yard, semi private deck, off road close-by parking, and trails to meander steps from your door. This weathered and lived in home has been in the family since built in 1908. Not too fancy, but it’s real, clean, comfortable, and maybe just right for you.

Top guest favourite

Flat in Portsmouth

4.99 out of 5 average rating, 264 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.

Guest favourite

Home in Portsmouth

4.89 out of 5 average rating, 261 reviews

Charming Riverfront Cottage in Portsmouth-SouthEnd

This super comfortable, newly renovated (Nov 2022) and charming little cottage on the river couldn't be more convenient to all that the city and surrounding area has to offer. Enjoy true walking access yet be in a quiet 18th century neighorhood. Across the street from the historic Portsmouth waterfront and around the corner from Pierce Island, Prescott Park, Strawbery Banke and Point of Graves, 112 Mechanic is an incredibly charming home. No pets please. Street park with ease.

Guest favourite

Loft in Portsmouth

4.95 out of 5 average rating, 314 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

Flat in Kittery

4.99 out of 5 average rating, 215 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

Cabin in South Berwick

5 out of 5 average rating, 217 reviews

Romantic A-Frame cabin in the woods

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

Flat in Eliot

4.99 out of 5 average rating, 136 reviews

Peaceful Studio Farmstay with Scenic Views

Welcome to our charming studio apartment overlooking a picturesque dairy farm and flower gardens. Nestled in the peaceful countryside of Eliot, this spacious yet affordable retreat offers rustic elegance without compromising comfort. Our farm is home to chickens, ducks, and geese, adding to your authentic rural experience. Guests are welcome to feed the animals, watch the cows graze, and unwind in the beauty of nature—all just 20 minutes from the beach.

Superhost

Flat in Portsmouth

4.94 out of 5 average rating, 124 reviews

Chic Loft-Style Condo in Downtown Portsmouth

This contemporary loft-style condo in Portsmouth , is located directly on the Piscataqua River, offers two bedrooms, a comfortable living room, vibrant dining space, and galley kitchen. It's a short walk to all of the shops and restaurants in downtown Portsmouth, and just 8 miles to New Hampshire's most popular beaches. Come relax, dine, shop and play. It's all here for your enjoyment, and you just know it's time to book yourself getaway!

Superhost

Flat in Portsmouth

4.78 out of 5 average rating, 603 reviews

Unit 4 1 BR - Historical Building Market Square

Under new ownership and recently updated, spacious 1BR in one of Portsmouth’s historical buildings. Steps to all Portsmouth has to offer - restaurants/bars, Strawbery Banke and Prescott Park. Kitchen includes all customary amenities plus Keurig coffee maker with assorted k-cups. NOTE - Building was built in 1800’s quite a few stairs and no elevator. Mini split AC unit This unit is located on third floor, few flights of stairs required.

Top guest favourite

Guest suite in Eliot

4.97 out of 5 average rating, 228 reviews

The Rafters

The Rafters is a finished studio space above our late 1800s barn. It has beautiful light and feels like a getaway as soon as you open the door. With the proximity to Portsmouth, NH and local attractions in Maine, you can escape to the Rafters, but with the ease of being so close to everything. Our neighborhood is beautiful and you can walk down to many spots that overlook the Piscataqua River. Or Uber home from a fun night in Portsmouth!

Superhost

Flat in Portsmouth

4.81 out of 5 average rating, 364 reviews

Studio w Parking in Portsmouth Historic District

Sunny private studio in historic townhouse, with private entrance, kitchenette, and PARKING INCLUDED in the heart of the Historic Downtown District. Perfect for a couple's getaway, week+ work stay, or local family 'guest room'. One block from Market Square, amidst restaurants and shopping. 2 blocks to Prescott Park, Strawbery Banke, Portsmouth Harbor, and public parks. *Site of Daniel Webster's home. Operator license #100004

Top guest favourite

Loft in Portsmouth

4.96 out of 5 average rating, 225 reviews

Market St Downtown Charm, Full kitchen, Sunny Deck

Stay in THE BEST VACATION SPOT in Portsmouth! 🏆~ Editors Choice, Condé Nast Traveler. Welcome to our top floor, two-level apartment loft on Market Street… in the heart of historic downtown Portsmouth. All shops, restaurants, parks, festivities, and nightlife are right here– a few steps away! You'll have the entire top 2 floors to relax, reset and plan your daily excursions.