Family-friendly holiday rentals in Portsmouth

Unit 3 Studio - Historical Building Market Square

Under new ownership and recently updated, spacious studio located in the heart of downtown Portsmouth in one of the original historic buildings. With great natural light on 4th floor, we are a walk to everything Portsmouth has to offer. Kitchen includes all customary amenities plus Keurig coffee maker with k-cups. Enjoy your coffee or morning treat at the kitchen bar. NOTE: AC units during summer months (June - September); this unit is located on the third floor, few flights of stairs

Townhouse w Parking in Downtown Portsmouth

2-level quirky cool apt in a 19th century townhouse in Portsmouth's National Register Downtown Historic District. Guests have exclusive use of the entire apartment during their stay. Both levels are open to cross sea breezes from Portsmouth Harbor just a few blocks away; the 3rd floor loft has birds' eye views of historic properties and open sky, and is filled with warm woodwork. Second floor level includes kitchen, parlor, and second bath with clawfoot tub, trimmed in period mouldings.

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.

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!

*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!

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.

Enjoy downtown Portsmouth!

123 Daniel St is a stylish, modern studio located in the heart of downtown in one of Portsmouth’s original historic brick buildings. The unit is a short 2 block walk to Prescott Park, Strawberry Banke, the waterfront and Market Square. The area is overflowing with wonderful restaurants, music venues, galleries and shops.

Newly built, private deck with fire pit.

Kittery Cottage is a private, newly built property located 1.5 miles from the charming city of Portsmouth and minutes from many of the seacoast beaches. With a ten minute walk to Kittery Foreside you have access to many restaurants and shops. The Kittery outlets are less than 2 miles away.