Family-friendly holiday rentals in Portsmouth

4.99 out of 5 average rating, 205 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.

FamilyKitchenRiver

4.96 out of 5 average rating, 298 reviews

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

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!

KitchenIndoor spacesHospitality

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.

5 out of 5 average rating, 108 reviews

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.

Indoor spacesKitchenHeating

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.

4.81 out of 5 average rating, 713 reviews

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

FamilyKitchenSolo travel

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.

4.94 out of 5 average rating, 330 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!

KitchenIndoor spacesLocation

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.

4.98 out of 5 average rating, 353 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.

FamilyKitchenBreakfast

4.97 out of 5 average rating, 204 reviews

The kitchen features modern wooden cabinetry with glass-front doors, showcasing kitchen essentials. A stainless-steel refrigerator and microwave are visible, alongside a sleek stove and coffee maker. A wooden dining table with three chairs offers a cozy space for meals. Warm lighting enhances the inviting atmosphere.

Condo in Portsmouth

Unbeatable condo/host in the heart of Portsmouth

DM for availability. This hidden gem in the heart of Market Square is literally just a few steps away from everything Portsmouth has to offer. This spacious, top floor walk-up, 2 bedroom condo has direct views of North Church. It features a full, newly updated kitchen and appliances, Brentwood hypoallergenic mattresses. Generously supplied with extras. 14’ ceilings with exposed beams. Modern decor, super cozy, super clean, and quiet. This space is limited to NO more than 4 adults.

FamilyIndoor spacesParking

4.91 out of 5 average rating, 234 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.

Indoor spacesFamilyCondition

4.95 out of 5 average rating, 352 reviews

A private deck is showcased with an orange umbrella providing shade over a round table. A potted plant sits on the table, and views of neighboring rooftops and the clear sky are visible in the background.

Loft in Portsmouth

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!

FamilyIndoor spacesTV

Superhost

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

4.84 out of 5 average rating, 136 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.

FamilyIndoor spacesView

A bright living area is highlighted by high ceilings with exposed beams. A comfortable chair and a stylish table set are present, alongside a television. Colorful artwork decorates the space, while natural light filters through large windows, illuminating a woven area rug.

4.94 out of 5 average rating, 150 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!

KitchenIndoor spacesParks

5 out of 5 average rating, 141 reviews

A contemporary cabin retreat is nestled among tall trees, softly illuminated by warm outdoor lights. A wooden deck with steps leads to a welcoming entrance. A separate sauna structure is visible, surrounded by snow-covered ground, providing a serene atmosphere in a tranquil forest setting.

Home in South Berwick

Romantic Mirror cabin in the woods

Stay at Hidden Pines Cabins. The Mirror cabin is Maines only 3 sided floor to ceiling mirrored glass cabin. Unwind in the hot tub while looking up at the sky full of stars. Take a sauna while surrounded by nature all around. Located in the majestic forest of mount Agamenticus, the extensive trail system is off of our road. Short drive to the Ogunquit/York beaches, Outlets at Kittery and near Portsmouth, Dover and Portland restaurant scenes.

Indoor spacesViewCleanliness

Popular amenities for Portsmouth family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.93 out of 5 average rating, 188 reviews

Cabin in Freeport

Cozy romantic A-frame by a woodland stream - 25

Indoor spacesFamilyLocation

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.

4.95 out of 5 average rating, 375 reviews

Close to Beaches, Portsmouth, Shopping + Hot Tub

KitchenIndoor spacesPets

Tiny home in New Gloucester

4.94 out of 5 average rating, 271 reviews

Tiny house in the Birch Grove with private HOT TUB

Indoor spacesKitchenCleanliness

4.98 out of 5 average rating, 192 reviews

The cabin exterior is showcased with large glass walls, allowing natural light to fill the interior. A wooden deck is lined with outdoor lights, leading to a hot tub. Surrounded by trees, the peaceful setting is visible, creating a serene outdoor atmosphere.

Home in Naples

LUX Designer Private Waterfront Hot Tub - Secluded

FamilyKitchenBarbecue

4.95 out of 5 average rating, 271 reviews

Cabin in Barnstead

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

Indoor spacesFamilyView

Farm stay in North Andover

The spacious room features a king-sized bed with soft bedding and decorative pillows. Natural wood accents support a pitched ceiling, while a chandelier provides ambient lighting. A cozy gas fireplace and a flat-screen TV are visible. Large windows allow natural light and views of the surroundings.

4.93 out of 5 average rating, 300 reviews

Winery Studio w/ Private Hot Tub & Wine Tasting

KitchenIndoor spacesWalkability

4.96 out of 5 average rating, 102 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!

FamilyIndoor spacesBiking

4.96 out of 5 average rating, 260 reviews

A beautifully crafted treehouse is illuminated at night, highlighting its wooden exterior and spiral staircase. Soft lights strung in the surrounding trees create a warm ambiance, inviting serenity and connection with nature.

Treehouse in Sanford

Luxury Year-round Treehouse with private hot tub

FamilyKitchenTV

Family- and pet-friendly home rentals

4.87 out of 5 average rating, 607 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

KitchenIndoor spacesWalkability

4.92 out of 5 average rating, 105 reviews

Apartment in Greenland

The Silver Fox Den

KitchenIndoor spacesAmenities

4.97 out of 5 average rating, 130 reviews

Home in Kittery

Spacious 2 BR Kittery Home - Walk to Portsmouth!

Indoor spacesKitchenBeach

4.85 out of 5 average rating, 200 reviews

A cozy bedroom features a queen bed dressed in a pink and white quilt with a plush gray bench at its foot. A wooden dresser stands against the wall, while a comfortable chair and small side table are positioned nearby. Natural light filters through sheer curtains, enhancing the warm ambiance.

Apartment in Dover

✨Charming Stay-Downtown Dover🍷FreeWine🍷Portsmouth

FamilyKitchenWalkability

4.93 out of 5 average rating, 134 reviews

A cozy cabin is nestled among lush greenery beside a gently flowing stream. The structure features large windows that reflect warm indoor light, while outdoor seating is arranged nearby, creating a serene and inviting atmosphere for relaxation.

Cabin in Woodstock

Cabin HYGGE at Lumen Nature Retreat | Lars

KitchenFamilyView

4.98 out of 5 average rating, 154 reviews

A calm harbor scene is depicted, featuring a boat gliding across reflective waters. In the background, large cranes stand tall against a clear blue sky, framed by industrial buildings. The tranquil atmosphere highlights the maritime setting.

Home in Kittery

Kittery Foreside Cottage

FamilyIndoor spacesCheck-in

4.89 out of 5 average rating, 180 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

Indoor spacesKitchenGetting around

4.94 out of 5 average rating, 614 reviews

A bright living room is filled with natural light from two large windows. A soft blue sectional sofa, accentuated by coordinating pillows, faces a round coffee table. A vibrant piece of wall art and potted plants enhance the space. A comfortable armchair is situated in the corner.

Home in Portsmouth

Private Sunny Apartment in hip Portsmouth West End

FamilyIndoor spacesSleep quality

Family-friendly home rentals with a pool

4.95 out of 5 average rating, 182 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

Indoor spacesKitchenPool

4.98 out of 5 average rating, 252 reviews

A small red cabin with a green metal roof is surrounded by trees and rocks. Flower boxes are mounted under the windows, adding a touch of color. A patio area is visible nearby, featuring chairs and an umbrella for shade.

Tiny home in Thornton

Basecamp in the White mountains

KitchenFamilyBackyard

4.92 out of 5 average rating, 276 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

Indoor spacesFamilyAccuracy

4.96 out of 5 average rating, 171 reviews

A private pool area features a colorful inflatable parrot floating in clear water. Surrounding the pool are several lounge chairs arranged for relaxation. Lush trees provide shade, and a fence ensures privacy for the space, which is brightly illuminated by natural sunlight.

Home in Portland

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

FamilyIndoor spacesAccuracy

4.91 out of 5 average rating, 113 reviews

Condo in Wells

Starfish Condo Wells Beach

Indoor spacesFamilyParking

Place to stay in Shapleigh

5 out of 5 average rating, 137 reviews

Historic Schoolhouse c1866 + Pool + Lake + Hot tub

FamilyKitchenPets

4.93 out of 5 average rating, 138 reviews

A spacious living area features a comfortable sectional sofa with patterned upholstery, situated alongside large windows offering expansive views of the waterfront. Natural light floods the room, complemented by warm wooden accents on the ceiling and floor. A dining table for four is placed near the windows.

Cottage in Plum Island

Sunset Waterfront Retreat | Private Beach, Pool &

KitchenFamilyBackyard