Holiday rentals in Portsmouth

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Top-rated holiday rentals in Portsmouth

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Guest favourite

Guest suite in Kittery

4.96 out of 5 average rating, 126 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, cable, Wi-Fi, hot drinks, fridge, microwave, and private space. We are located just over an hour from Boston MA or Portland ME. Just 5 min to Kittery shopping outlets, half mile to a boat launch and 5-15 min drive to a number of Maine beaches. We are located in a quiet residential neighborhood. There's a cat that lives in private portion of home.

12–19 Oct

$138 SGD per night

Guest favourite

Barn in Exeter

4.9 out of 5 average rating, 409 reviews

The Word Barn, Exeter, NH

Charming open studio apartment in Exeter. Hardwood floors, barn beams, butcher block counter, full galley kitchen, private bath and vaulted ceiling - as part of the renovated original Raynes Farm Barn. This apartment is clean, private and isolated, with self check-in and plenty of outside space to enjoy. Located five minutes from downtown Exeter (w/plenty of take-out/delivery options) in an idyllic country setting, neighboring 100+ acre conservation land and a large network of wooded trails.

31 Jan – 7 Feb

$207 SGD per night

Guest favourite

Loft in Barrington

4.96 out of 5 average rating, 491 reviews

Sunny, secluded studio loft apartment

Fully furnished studio apartment above home owners' garage with private entrance. Secluded 5.5 acre lot of land surrounded by beautiful woods. Vaulted ceilings with ladder to loft with queen bed. Big, sunny south-facing windows overlooking back yard and gardens. Homeowners are a laid-back, married gay couple, living in the main house with their 2 year old daughter and a dog. LGBTQ friendly home that welcomes kind guests of any race, religion, gender, and orientation. A minute from Route 125.

13–20 Dec

$128 SGD per night

Guest favourite

Apartment in Portsmouth

4.94 out of 5 average rating, 658 reviews

Downtown Gem |Group Getaway A+ Locale Free Parking

*CENTRAL LOCATION* This downtown gem has 2 floors (1200sf) of living space, steps away from restaurants, theater, jazz club, bars, yoga, music hall, shopping + waterfront concerts. Space is appointed with luxe linens + modern décor. Full kitchen, 3 bedrooms, 1.25 baths, central air + hardwood floors. Private entrance + yard + 2 FREE parking spaces! Sleeps 8. Must be 24+ to reserve, kids 5+ (not kid friendly). No 3rd party bookings. If you book, you must be staying. NO PETS. BEST in Town!

21–28 Dec

$509 SGD per night

Guest favourite

Flat in Portsmouth

4.99 out of 5 average rating, 139 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.

9–16 Jul

$779 SGD per night

Guest favourite

Guest suite in Greenland

4.98 out of 5 average rating, 116 reviews

Private Cozy Studio Apartment for 2

Recently renovated first floor studio apartment in 300+ year old house. Located 5 miles from Portsmouth and a short drive to NH beaches, golf courses and restaurants. This cozy apartment with hard wood floors is attached to main house where we live along with 2 other tenants. You will have your own entrance and privacy with off street parking as well as a private bathroom and kitchenette with a refrigerator, toaster oven, microwave and coffee/tea maker.

13–20 Sep

$205 SGD per night

Guest favourite

Guest suite in Eliot

4.97 out of 5 average rating, 146 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!

4–11 Sep

$161 SGD per night

Guest favourite

Flat in Rye

4.96 out of 5 average rating, 135 reviews

Rye Studio with 4 min walk to Wallis Sands Beach .

We offer a one bath cozy studio-efficiency apartment equipped with a kitchenette. It is only a 4-5 minute walk or a quicker bike ride to beautiful Wallis Sands State Beach. After you enjoy a day at the beach, come back and relax with a cold drink on your circular patio and gaze out over a sea of ferns in the state forest at the rear of our property. You can cook out on your grill or take a short drive to downtown Portsmouth.

22–29 Sep

$157 SGD per night

Guest favourite

Cottage in Rye

4.91 out of 5 average rating, 120 reviews

Seacoast Solo

Location? You got it. Quiet, rural spot, 5-15 min to beaches, towns, restaurants, arts, historical sites, and outdoor explore options. Easily enroute to MA, ME, and VT for more. Here is a small cozy room for one traveler. Guest room with separate entrance, bath, forest facing semi private deck, and parking. This weathered home has been in the family since built in 1908. Style, original eclectic shabby chic :)

27 Feb – 6 Mar

$148 SGD per night

Guest favourite

Loft in Portsmouth

4.95 out of 5 average rating, 154 reviews

Market St Loft Downtown, Spacious, Outdoor Deck

*NEW SPRING RATES!* Stay in THE BEST VACATION SPOT in Portsmouth! 🏆~ Editors Choice, Condé Nast Traveler 2023. 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.

29 Aug – 5 Sep

$527 SGD per night

Guest favourite

Guest suite in Kittery

4.9 out of 5 average rating, 744 reviews

Seacoast Oasis (NH & ME)

The perfect gateway to the NH and ME Seacoast! We are located a few minutes from the highway, ten minutes from the beach and 60 minutes from Logan Airport. Break up your drive to Baxter State Park, or Acadia. Visit nearby Portsmouth, NH (10 min.), Mt. Aggie (10 min) or the Kittery Outlets (5 min.) We are minutes from everything, and yet in a tranquil, wooded setting!

6–11 Jul

$161 SGD per night

Guest favourite

Flat in Kittery

4.94 out of 5 average rating, 180 reviews

Private Studio Apartment, Water Views & Walkable

Extra large private suite on 2nd floor with your own balcony and fabulous view of the Piscataqua River, Portsmouth spires and Memorial Bridge. Watch it from your window and then walk to all the best destinations! Many recent updates make this suite better than ever, with more amenities and full privacy. Free driveway parking for one car is reserved for you.

3–10 Apr

$185 SGD per night