Family-friendly holiday rentals in Portsmouth

4.95 out of 5 average rating, 853 reviews

The living area features a comfortable gray sofa adorned with blue accent pillows, flanked by two modern chairs. A glass coffee table sits atop a patterned rug, complemented by a small plant. Light enters through two windows with natural bamboo shades.

Condo in Portsmouth

Downtown City Gem Groups A+ Locale Privacy Parking

AMAZING LOCATION This downtown gem has 2 floors (1200sf) of living space, steps away from restaurants, theater, jazz club, bars, music hall, shopping + waterfront concerts. Luxe linens + modern décor. Full kitchen, 3 bedrooms, 1.25 baths, central air + hardwood floors. Private yard + 2 FREE parking spots. MUST be 24+ to reserve. Parents+kids < 24 is permitted. No 3rd party bookings. If you book, you must be staying. NO PETS. MOBILITY issues?? PLEASE take note of STEEP+NARROW staircase. Sleeps 8.

4.99 out of 5 average rating, 216 reviews

A deck overlooking the water features a round table surrounded by four chairs, each with turquoise cushions. An umbrella stands in the center of the table, providing shade. A decorative rug with an oceanic design is positioned underneath the table, complementing the serene water views.

Cottage in Eliot

Salty Mermaid Cottage/Boat House

This 2br home is nestled at the end of a peninsula’s over the water, 5min drive to downtown Portsmouth. Spend the day on the on deck, grilling or enjoy your own authentic Maine lobster bake, swimming and treasure hunting the shore. Also explore Kittery or downtown Portsmouth, both just five minutes away. Enjoy this freshly renovated home, water views from every room and window, all bedrooms are equipped with a/c, free WiFi and smart TVs. Fully equipped kitchen has an amazing view of the water.

4.99 out of 5 average rating, 120 reviews

An open kitchen area is featured, showcasing modern appliances and a large island with bar seating for four. Exposed brick walls and wooden beams add character to the space, while natural light enhances the welcoming atmosphere.

Apartment in Portsmouth

The Penthouse on Penhallow

Overlooking the historical district of Downtown Portsmouth, this modern open concept 2 bed, 2.5 bath unit is downtown luxury city living. Featuring a fully loaded kitchen, plush king beds, queen sleeper sofa, exposed beam and brick, the Penthouse puts you in the heart of it all. The dining, shopping, and walkable venue access makes this location sought after by locals and travelers alike! Make this your home base for the night or the month and enjoy all of what Portsmouth offers, year round.

4.83 out of 5 average rating, 150 reviews

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

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 parking for two vehicles. 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. Parents please note the circular stairs.

4.82 out of 5 average rating, 725 reviews

A well-appointed sleeping area is highlighted by a queen bed featuring a neutral-colored patterned blanket. A woven basket of towels rests at the foot of the bed. Simple decor elements include bedside lights and a potted plant, contributing to a calm atmosphere.

Apartment 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

4.98 out of 5 average rating, 388 reviews

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

*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 once you book I can send you a link (per Airbnb’s rules) I’ve outfitted it with an extra monitor & a setup o WFH. Google home and Sonos systems bring this 100 year old beauty into this century.

4.9 out of 5 average rating, 243 reviews

The living room features a spacious wraparound couch adorned with decorative cushions. A patterned area rug lies beneath a low coffee table. Light enters through multiple windows, while a blue ceiling adds a unique touch. The adjoining kitchen area is visible in the background.

Home in Portsmouth

West End | Pet-Friendly | Fenced-in Yard | Grill

Welcome to West End – your perfect stay in Portsmouth! Experience the best of the city's vibrant West End district in this stylish and spacious 1,000 sq. ft. retreat. Centrally located in the popular West End district, including Street, White Heron and The Kitchen restaurants (all walking distance)—ideal for foodies and coffee lovers alike. Downtown Portsmouth is only 1 mile away, with Islington Street leading you to boutique shops, dining spots, and the city's lively atmosphere.

4.94 out of 5 average rating, 164 reviews

A charming cottage is adorned with warm outdoor lighting, creating a welcoming presence. The porch features festive decorations, while neatly trimmed bushes lined with lights add to the inviting atmosphere. Adjacent, another structure can be seen, surrounded by greenery and utility lines.

Cottage in Kittery

Badgers Island Cottage

You will fall in love with this cozy Maine cottage on Badgers Island! From its lovely views of the Piscataqua River, to its gardens, open-concept floor plan and tasteful style -- it is everything an island home should be. Features an updated kitchen with brand new appliances with granite counters, Brand new tub, toilet, and vanity, wood floors in every room, and full walk-out basement. Walk to Portsmouth or sit on the porch and watch the boats go by -- island living at its best!

4.93 out of 5 average rating, 172 reviews

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.

Apartment in Portsmouth

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.

4.83 out of 5 average rating, 535 reviews

A two-story gray house features white trim and navy blue shutters. The front porch is enclosed with large windows, allowing ample natural light. A well-maintained yard is visible, framed by greenery, while neighboring buildings are seen on either side.

Home in Portsmouth

Cozy West End House

Enjoy the privacy of a 2 bedroom house, recently remodeled with new appliances, located in the heart of the West End, walking distance to everything, and just around the corner from a couple of the best breweries and restaurants in Portsmouth. This house is perfect for small groups or couples visiting Portsmouth, easy to find off the highway and close to everything. It has all of the amenities, including laundry on premise.

4.98 out of 5 average rating, 129 reviews

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

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.

4.91 out of 5 average rating, 160 reviews

A three-story colonial-style home features light gray siding and white trim, with multiple windows allowing natural light. In the foreground, a brick walkway leads to a charming sunroom. A detached garage is visible to the right, surrounded by trees and a clear blue sky.

Home in Portsmouth

Downtown Portsmouth Single Home w/ 2 parking spots

Fully renovated 1850s colonial just steps from Downtown Portsmouth. This private single-family home offers three bedrooms, a fenced courtyard, off-street parking for two cars, and a brand-new kitchen with a dining room that seats ten. Nestled on a quiet street just a 20-second walk to Market Street, it’s the perfect blend of charm, comfort, and walkability for your Seacoast stay.

Popular amenities for Portsmouth family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.96 out of 5 average rating, 104 reviews

A bright bedroom features a spacious bed dressed in white linens. Large windows with ocean views are adorned with dark blue curtains, and wooden beams enhance the ceiling's height. A cozy accent chair rests beside the bed, creating a relaxing corner to enjoy the scenery.

Home in York

Unique beach house on Long Sand Beach!

4.92 out of 5 average rating, 132 reviews

A hobbit house is nestled among lush green trees, with a sloping earth-covered roof adorned with grass and ferns. The rounded front features a large window framed in white, complemented by a natural stone border, emphasizing the home's connection with its woodland surroundings.

Earthen home in Sanford

Luxury Year-round Hobbit House w/ private hot tub

Guest suite in Kittery Point

Outdoor dining tables are set under large umbrellas, with guests enjoying a waterfront view. Sailboats are anchored in the calm water during sunset, creating a serene coastal atmosphere. The soft colors of the sky reflect on the water, enhancing the picturesque dining experience.

Close to Beaches, Portsmouth, Shopping + Hot Tub

4.95 out of 5 average rating, 383 reviews

5.0 out of 5 average rating, 105 reviews

A heated pool is set within a stone patio, surrounded by lush greenery. Two lounge chairs are positioned nearby, while modern heating units stand along the patio's edge. The pool's clear water reflects the surrounding area, offering a serene outdoor retreat.

Home in Ogunquit

Ogunquit Village 5 BDR, Heated Pool, Walk to Beach

4.96 out of 5 average rating, 229 reviews

An aerial view captures the modern cabin surrounded by lush greenery, featuring warm string lights illuminating the outdoor area. A hot tub is positioned near a cozy seating arrangement, with a gravel path visible leading away from the cabin.

Cabin in Kennebunk

HotTub+Firepit/5 min to DockSquare, Dining, Beach

5.0 out of 5 average rating, 329 reviews

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

Romantic A-Frame cabin in the woods

4.95 out of 5 average rating, 275 reviews

Cabin in Barnstead

Dreamy Lakefront: Hot Tub, Kayaks, & Kid-friendly

4.92 out of 5 average rating, 100 reviews

Cabin in Campton

Grapevine Cabin

Family- and pet-friendly home rentals

5.0 out of 5 average rating, 120 reviews

A modern kitchen features dark stone countertops and antique-style cabinetry. A large island with seating is positioned at the center, complemented by stylish bar stools. High-end appliances are visible, and a window allows natural light to brighten the space.

Home in Greenland

Newly Restored 1850’s farm house 3 bedroom 2 bath

4.96 out of 5 average rating, 135 reviews

Home in Kittery

Spacious 2 BR Kittery Home - Walk to Portsmouth!

4.97 out of 5 average rating, 286 reviews

Home in Kittery

#1 Foreside Home | Walk 2 Harbor&Dining | PVT Deck

4.87 out of 5 average rating, 613 reviews

The exterior of The Word Barn is illuminated against a twilight sky, showcasing its distinct architectural features. Warm lights line the entrance, and large windows reveal a welcoming interior. Surrounding greenery adds to the tranquil ambiance of the private setting.

Barn in Exeter

The Word Barn, Exeter, NH

4.94 out of 5 average rating, 107 reviews

A bright living area is highlighted by a cozy gas hearth and a modern record player. A comfortable rocking chair is positioned near a side table, while double patio doors allow natural light to enter, leading to an outdoor space.

Guest suite in Eliot

Cozy Sauna Nook

4.97 out of 5 average rating, 503 reviews

Guest suite in Eliot

Eliot Hideaway Lodge - Southern Maine Relaxation

4.89 out of 5 average rating, 187 reviews

A spacious covered deck is featured, supported by wooden beams. Comfortable seating arrangements are visible, including two blue-patterned chairs and a lounge chair. A friendly black dog stands on the deck, surrounded by greenery from the forest beyond. The area is well-lit with natural light.

Guest suite in Rye

Seacoast Solo

4.99 out of 5 average rating, 175 reviews

Apartment in Rockport

4 Bed Water View w/ Parking

Family-friendly home rentals with a pool

4.95 out of 5 average rating, 184 reviews

A private backyard oasis is surrounded by lush greenery and blooming flowers. A swimming pool is featured in the foreground, reflecting blue skies. Outdoor seating areas are visible, providing space for relaxation and enjoyment.

Home in North Andover

Nana-tucket Inn

4.97 out of 5 average rating, 109 reviews

The living area features a plush gray sofa and an armchair beside a large area rug. Natural light filters through a skylight, illuminating the space. A coffee table sits at the center, accompanied by two lamps and a faux fireplace, creating a cozy ambiance.

Condo in Ogunquit

Newly designed one-bedroom condo- heart of OGT

4.93 out of 5 average rating, 287 reviews

A spacious living room features a large sectional couch and an accent chair, both positioned on a patterned area rug. A wall-mounted TV is visible, with light streaming through the windows, highlighting the natural wood flooring and airy design.

Home in Derry

Sanctum by the Lake

4.9 out of 5 average rating, 120 reviews

Condo in Wells

Starfish Condo Wells Beach

Place to stay in Shapleigh

Historic Schoolhouse c1866 + Pool + Lake + Hot tub

5.0 out of 5 average rating, 145 reviews

4.98 out of 5 average rating, 200 reviews

Home in Naples

LUX Designer Private Waterfront Hot Tub - Secluded

4.97 out of 5 average rating, 102 reviews

A bottle of 406 Co. Cellars wine rests on a wooden table beside two clear wine glasses. A decorative blue sign reading 'Hampton Beach' adds a touch of local charm to the setting. Soft lighting creates a warm ambiance.

Condo in Hampton Beach

406 Co. Seascape