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.

KitchenFamilyHospitality

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!

Indoor spacesKitchenSleep quality

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.

5.0 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 spacesKitchenBathroom

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, 714 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

FamilyIndoor spacesLocation

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!

FamilyKitchenAir conditioning

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, 354 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.

KitchenFamilyWi-Fi

4.97 out of 5 average rating, 205 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 spacesLaundry

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!

Indoor spacesKitchenDecor

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.

KitchenFamilyDecor

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, 151 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!

FamilyIndoor spacesCheckout

5.0 out of 5 average rating, 407 reviews

A cozy living area features a light-colored sofa with decorative pillows, paired with a comfortable armchair. A flat-screen TV is mounted above a gas fireplace, while natural light illuminates the space through a nearby window. A round coffee table sits in the center, enhancing the inviting atmosphere.

Guesthouse in Kittery

Guesthouse w/ EV charger, deck, & 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.

KitchenFamilyCleanliness

A serene harbor scene captures a white boat docked near a wooden ramp. Reflections are mirrored in the calm water, with charming homes and a clock tower visible along the waterfront. The early morning light highlights the quaint architecture of the neighborhood.

5.0 out of 5 average rating, 109 reviews

Historic Portsmouth at Your Doorstep

This well appointed, private new space is conveniently located within walking distance of everything Portsmouth has to offer - minutes from famous restaurants, boutique shops, active picturesque harbor, music venues, galleries and museums.

KitchenIndoor spacesCheckout

Popular amenities for Portsmouth family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

5.0 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

Indoor spacesComfortHot 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.

4.95 out of 5 average rating, 375 reviews

Close to Beaches, Portsmouth, Shopping + Hot Tub

KitchenIndoor spacesCondition

4.96 out of 5 average rating, 261 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

KitchenIndoor spacesAir conditioning

4.98 out of 5 average rating, 149 reviews

The entrance to the Farm House Suite is framed by vibrant pink flowering bushes. A curved brick pathway leads to a welcoming green door, complemented by white wooden siding and surrounded by lush greenery.

Farm stay in Eliot

Shilo Farmhouse: Goats & Hot Tub! Near Portsmouth

FamilyKitchenCheck-in

4.96 out of 5 average rating, 213 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

Indoor spacesFamilyNearby

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!

FamilyKitchenHospitality

4.97 out of 5 average rating, 119 reviews

A five-person hot tub is located on a private patio, with clear blue water gently bubbling. A pink floating decoration adds a playful touch. The surrounding area includes outdoor seating, and the backdrop features a green building with several windows.

Apartment in Dover

Cozy Seacoast Getaway | Walk Downtown + Hot Tub

FamilyIndoor spacesNearby

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

Indoor spacesFamilyHiking

Family- and pet-friendly home rentals

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

KitchenIndoor spacesCondition

4.97 out of 5 average rating, 130 reviews

Home in Kittery

Spacious 2 BR Kittery Home - Walk to Portsmouth!

FamilyIndoor spacesQuiet

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

KitchenIndoor spacesComfort

5.0 out of 5 average rating, 114 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

KitchenFamilyBackyard

4.82 out of 5 average rating, 430 reviews

Studio w Parking in Portsmouth Historic District

KitchenIndoor spacesShared spaces

4.94 out of 5 average rating, 104 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

FamilyIndoor spacesBarbecue

4.87 out of 5 average rating, 608 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

Indoor spacesFamilyBathroom

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

Indoor spacesKitchenValue

Family-friendly home rentals with a pool

4.95 out of 5 average rating, 176 reviews

A bright kitchen area features modern white cabinetry and a spacious countertop. Barstools with woven seats are positioned at the counter. Natural light floods in through a nearby door, illuminating the polished wooden floor and light blue walls.

Cottage in Wells

Cozy Cottage with Ocean Views, Wells Maine

Indoor spacesFamilyNearby

4.91 out of 5 average rating, 113 reviews

Condo in Wells

Starfish Condo Wells Beach

KitchenFamilyBathroom

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

KitchenFamilyWalkability

Place to stay in Shapleigh

5.0 out of 5 average rating, 137 reviews

Historic Schoolhouse c1866 + Pool + Lake + Hot tub

FamilyKitchenCheckout

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 &

FamilyIndoor spacesGetting around

4.92 out of 5 average rating, 277 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

KitchenIndoor spacesHiking

5.0 out of 5 average rating, 111 reviews

A spacious suite is showcased with large windows allowing natural light. A comfortable couch faces a marble-topped coffee table, and a custom-built king bed is nestled against a natural pine headboard. The decor reflects minimalism, offering a peaceful setting for relaxation.

Apartment in Portland

Luxury Retreat In Back Cove | 10 Min to Downtown

Indoor spacesKitchenAmenities