Family-friendly holiday rentals in Harwich

4.83 out of 5 average rating, 126 reviews

2BR Directly on Pleasant Beach – 30 Steps to Ocean

You are not near the beach- You are on it! Only 30 steps from your door to the ocean! Fall asleep to waves. This is a true beachfront cottage located directly on Pleasant Beach. Drink your morning coffee watching the tide roll in. This adorable cottage is reflective of old Cape Cod and is part of a direct beachfront triplex property in the heart of Cape Cod with panoramic views of Pleasant Beach. You'll never feel like you need to leave the cottage but it is close to the quaint Harwich village.

KitchenFamilyCondition

4.9 out of 5 average rating, 105 reviews

A light-colored, single-story home is set on a spacious, grassy lot surrounded by trees. The front features symmetrical landscaping with shrubs and small evergreens. A charming wooden door with a window is positioned centrally, inviting a welcoming entrance.

Home in Harwich

The Eagles Nest

Lovely, spacious, two bedroom, two full bathroom home with central AC located in quiet Harwich neighborhood. This well maintained home offers comfort and relaxation both inside and out. Only 1.6 miles to one of the most popular beaches in Harwich, Red River Beach! This property is 0.2 to the Old Colony bike trail. The location is convenient to explore nearby downtown Chatham and Harwich Port or take the ferry to Nantucket. For the peak summer season the Eagles Nest is a weekly rental (Sat-Sat),

FamilyIndoor spacesAccuracy

4.87 out of 5 average rating, 242 reviews

A wooden dock extends into a serene freshwater pond, surrounded by lush green foliage. The calm water reflects the clear blue sky and distant tree line, creating a tranquil setting for relaxation and outdoor activities.

Home in Brewster

Water Front Pond House - 3 acre Cape Cod Sanctuary

Extraordinary pondfront sanctuary on Cape Cod. 1300 sq.ft. home sleeps 8 in 3 bedrooms and 1 bath. Private dock and beach area. House is on the Pond and sited on 3 pristine acres - this property offers exceptional privacy with full water recreation opportunities while also being close to everything "Cape Cod". Centrally located in laid-back Brewster, 5 minutes to Bayside beaches, 10 mins to Chatham, Harwich Port, and Orleans. Local owners have 22 years of online vacation rental experience.

KitchenFamilyWalkability

5.0 out of 5 average rating, 245 reviews

A charming colonial home is framed by vibrant yellow blooms. The front porch features a welcoming entrance with a dark door and white trim, flanked by two large windows. Lush greenery surrounds the property, creating a serene atmosphere.

Home in Harwich Port

Harwich Retreat on Cape Cod - Relax or explore!

Enjoy the tranquility of Cape Cod in all seasons. Short walk to the beach. Sleeps 8. Comfortable colonial with open living, dining & kitchen floor plan. 1st floor: full bath with large custom shower & laundry, 4th bedroom/study with picture window overlooking beautiful English-styled gardens. Dining room opens through french doors to a small deck & extensive outdoor living areas with pond, fire pit & outdoor shower. 2nd floor: 3 bedrooms (King, Queen & Twin), luxurious bath w/ deep soaker tub.

FamilyIndoor spacesLaundry

4.96 out of 5 average rating, 164 reviews

Two kayaks are stored beside a shed in a natural setting, surrounded by tall grass. A view of the calm water reflects the greenery of the area, while a cozy indoor space showcases a gas fireplace and comfortable furnishings.

Cottage in South Dennis

Local Beach+ Fireplace + Hot Tub Under the *Stars*

Welcome to the Bayside Retreat! Enjoy the real Cape Cod in this Quintessential Beach Rental Featuring: Private hot tub, outdoor patio & sofa set in a peaceful backyard 🕊️ 2️⃣ Kayaks- Outdoor Shower- Gas Grill 🔥 Indoor Gas Fireplace ❄️ Mini Splits ✔️Games ✔️Washer/Dryer 📺 55” Sony TV w/ Apps & DirectTV 🛋️ Comfy Furnishings➕Stocked Kitchen 🛁New Bathroom 🕊️Relax out back in peace & privacy or go explore! 📍 Centrally located ❌NO FEES ⛱️ Year Round Beach Vacation ➡️Bayside_Retreat_Capecod

FamilyKitchenGetting around

4.97 out of 5 average rating, 295 reviews

Home in Dennis Port

Pet Friendly - Walk to Downtown Dennis Port!

Newly renovated - cozy, clean and bright! PET FRIENDLY! (PRE APPROVAL required) All amenities provided for an enjoyable and relaxing family vacation or quick get-a-way! Three car driveway and private outdoor shower. Five minute walk to Dennis Port Main Street shopping, restaurants, yoga, Pet Salon, and Town playground. South Side Beaches and Ponds just 1 mile away as well as Cape Cod Bike Trail minutes away! Pet friendly beaches in Dennis after Labor Day and before Memorial Day weekends.

Indoor spacesKitchenPets

4.99 out of 5 average rating, 659 reviews

A spacious backyard features a well-maintained lawn, surrounded by lush greenery. A wooden deck with seating overlooks the area, complemented by colorful flower pots. A hammock is nestled between trees, inviting relaxation. Comfortable chairs are arranged for outdoor enjoyment.

Guest suite in Harwich

Romantic getaway suite

GENEROUS DISCOUNT FOR LONG TERM OFF SEASON STAYS. ( February, March, November, and December) Contact direct. Eleven year old private one bedroom lavish suite over two car attached garage with private entrance, deck, and parking in a quiet neighborhood central to all the Cape has to offer. Beautifully furnished with central air, gas fireplace, hardwood floors, double slipper clawfoot soaking tub, separate subway tiled shower, wireless internet and Sony 49 inch 4KUHD edge -lit streaming TV.

Indoor spacesKitchenCleanliness

A charming single-story home is presented with light grey shingles and dark blue shutters. A paved pathway leads to the front door, framed by manicured green lawns and landscaped flower beds. Trees and shrubs add to the serene outdoor environment.

4.95 out of 5 average rating, 429 reviews

Newly renovated Cape Coddage! Location! Location!

Newly renovated! Harwichport home- 2 min walk to beach, sleeps 10. Located right by Bank St Beach In Harwichport! Walk 1-2 minutes to the beach or walk 1-2 minutes in the other direction to Main Street where you will find shops and restaurants. Ember, The Port, 3 Monkeys, Beer Garden, and Mad Minnow. This home is in the dream location. Pull in and you don't need to drive until you leave. Walkable to Wychmere beach club. This home is often shared by guests of events celebrated at Wychmere.

KitchenIndoor spacesParking

4.97 out of 5 average rating, 106 reviews

Cozy cottage in Harwich Port - 100 steps to beach

Newly built beachfront home in quieter Harwich Port. High-speed WiFi, open-concept living, modern kitchen with stainless appliances & quartz counters. Master with queen bed & 2nd floor deck access, 2nd bedroom sleeps 3. Central heat/AC, 3 parking spaces. Steps from beach, shops & cozy restaurants. Perfect for remote workers, weekend getaways, or anyone seeking quiet Cape Cod charm in the off-season. Experience authentic coastal living with everything you need for comfort and relaxation!

FamilyKitchenBiking

4.98 out of 5 average rating, 129 reviews

A spacious, modern kitchen area features a large island with a dark base and white countertops, accented by pendant lights above. To the side, an open concept living space includes a comfortable seating arrangement and dining area, with natural light streaming in through large windows.

Home in Harwich

Spacious cottage beach Wychmere < 4 min Central AC

Entire spacious newly renovated modern cottage in Harwich Port. Open concept living room with a large kitchen island. Great space for families ! Bank street Beach and Wychmere Beach Club wedding venue are 4 min drive from us ! We’re very close to Harwich Port downtown with great restaurants. We’re centrally located, close to Chatham, Brewster and Dennis. Freedom Cruise Line ferry to Nantucket at the end of our street. Enjoy the bike trail nearby with rental location if needed.

FamilyIndoor spacesAmenities

A bright living area features large windows overlooking a scenic marshland and ocean view. A cozy cream-colored couch and an armchair are positioned near a glass coffee table, inviting relaxation. Natural light fills the space, enhancing the tranquil ambiance.

4.97 out of 5 average rating, 173 reviews

The Osprey Nest - Beach house with stunning views

The Osprey Nest is a classic Cape Cod beach house just steps to the ocean with panoramic views across the protected marsh. A cozy and timeless retreat, with modern amenities and spacious and light-filled rooms. This home has been in my family since the 1960’s and you will feel the warmth and charm the minute you step in the door. The location is perfect for nature lovers but within 10 minutes of stores, restaurants, and charming towns. A perfect base for Cape Cod sightseeing.

FamilyIndoor spacesWalkability

4.86 out of 5 average rating, 601 reviews

An open living area features a comfortable gray sofa facing a round dining table and chairs. A full kitchen is equipped with modern appliances, including a stainless steel refrigerator. Natural light brightens the space through large windows, complemented by light-colored wooden flooring.

Cottage in South Dennis

Beachfront Cottage on White Pond (Marshmallow)

Our Cottage sits directly on White Pond tucked away on acres of private property. Our cottage offers a private beach, deck, outdoor shower, outdoor dining area all while enjoying Cape Cod. White Pond is ideal for swimming, boating and fishing. The bike path and well known beaches are less than 2 miles and near to many delicious restaurants. There is another cottage on this property that sleeps four if you have other guest wanting to join

FamilyKitchenCheckout

Popular amenities for Harwich family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.97 out of 5 average rating, 235 reviews

A tranquil scene captures a couple seated on a dock, surrounded by tall green grasses. The calm water reflects soft hues of pink and blue from the sunset, creating a serene backdrop of trees across the pond.

Home in Dennis Port

Lakefront House/Private Dock/Year Round Hot Tub/AC

KitchenFamilyWi-Fi

A spacious dining area features a long white table adorned with a runner and decorative centerpiece. Overhead, a chandelier adds elegance, while large windows frame views of the water. Natural light brightens the room, complemented by charcoal slate flooring and a cozy seating arrangement nearby.

4.95 out of 5 average rating, 318 reviews

Slate House - a modern waterfront getaway

KitchenIndoor spacesLocation

4.86 out of 5 average rating, 112 reviews

An outdoor space features a cozy seating area with blue cushions surrounding a fire table. A dining table is set nearby, accompanied by a grill and outdoor kitchen. String lights provide subtle illumination, enhancing the space for gatherings. A television is mounted on the wall.

Home in East Dennis

Speakeasy Bar • Hot Tub • PetsOK• Close2Mayflower

Indoor spacesKitchenBathroom

4.94 out of 5 average rating, 267 reviews

A waterfront hot tub is set against a natural backdrop of trees and calm waters. Inside, a dining area features a large window with views of the lake. A cozy living room displays comfortable seating, while an outdoor patio has seating for relaxation and enjoying the scenery.

Home in South Yarmouth

Waterfront•Hot Tub • Kayaks/SUP's • King Bed •Dock

Indoor spacesKitchenCondition

5.0 out of 5 average rating, 109 reviews

The balcony offers a view of the lush golf course, framed by trees and natural landscape. A round table with two high stools sits center stage, accompanied by a candle, creating a peaceful outdoor setting for relaxation.

Condo in Brewster

Ocean Edge Resort-Pool Access-CentralAC-2 bdr/2bth

FamilyKitchenParks

An outdoor entertainment area features a hot tub surrounded by a wooden deck, flanked by comfortable seating with bright cushions. A large umbrella provides shade, and a cooler displays refreshments. Colorful flowers and lush greenery enhance the tranquil ambiance of the space.

4.92 out of 5 average rating, 106 reviews

Great Chatham Location w/ Hot Tub, Near Beach!

Indoor spacesKitchenHeating

4.91 out of 5 average rating, 182 reviews

A private hot tub is set beneath a wooden pergola, surrounded by vertical slatted fencing. Natural light filters through the structure, casting patterns on the spa surface. Green foliage is visible in the background, creating a serene outdoor retreat.

Home in West Dennis

Violet’s Place- king bed- pet friendly- hot tub!

KitchenFamilyCheck-in

4.83 out of 5 average rating, 104 reviews

The beachfront property is showcased against a vibrant sunset sky, with gentle waves lapping the sandy shore. Steps built into the rocky landscape lead down to the beach, while coastal homes are visible in the background, creating a serene and inviting setting.

Home in Dennis Port

Gorgeous Modern Ocean-Front Cottage With Hot Tub

KitchenIndoor spacesAmenities

Family- and pet-friendly home rentals

4.93 out of 5 average rating, 116 reviews

A spacious outdoor area features a circular arrangement of colorful chairs, including blue, red, and green options. The inviting lawn is framed by trees, with a large glassed-in porch visible in the background, providing a seamless connection to the natural surroundings.

Home in Harwich Port

Stunning Home in Harwich Port

KitchenIndoor spacesComfort

4.88 out of 5 average rating, 165 reviews

An outdoor patio area features comfortable seating beneath a large umbrella. A grill is positioned nearby, while a spacious two-story house with light-colored shingles and numerous windows stands in the background, framed by greenery and an American flag.

Home in Harwich Port

Cozy and easy to beach & downtown

Indoor spacesKitchenAmenities

4.93 out of 5 average rating, 162 reviews

Home in Brewster

4BR/3B | Walk2Pond | Screened Porch | FireTbl | AC

FamilyIndoor spacesAccess

4.99 out of 5 average rating, 210 reviews

An inviting living area features a comfortable seating arrangement with a grey sofa and an accent chair. A dining table is visible, accompanied by floral arrangements. Warm light filters through large windows, illuminating the space, while a fireplace and decorative elements enhance the cozy atmosphere.

Home in Brewster

SeaPeace Cottage-East Brewster Deck,Firepit,W/D AC

KitchenFamilyCheck-in

4.9 out of 5 average rating, 104 reviews

A calm freshwater pond is surrounded by lush greenery and tall trees. A float is visible on the water, providing a serene spot for relaxation. Lilypads are scattered across the surface, reflecting the clear blue sky.

Guest suite in Chatham

Spacious studio on lovely pond in Chatham

Indoor spacesKitchenBiking

4.95 out of 5 average rating, 84 reviews

A cozy living room features brown leather seating with cushions and a round, textured coffee table. Natural light streams through two windowed sections, complemented by light curtains. A woven chair and a floor lamp add to the inviting atmosphere.

Home in West Harwich

Coastal Cape Bungalow | 1.5 mi. to beaches

KitchenIndoor spacesWalkability

4.94 out of 5 average rating, 31 reviews

A modern kitchen is presented, featuring stainless steel appliances and sleek cabinetry. A skylight allows natural light to fill the space. The countertops are finished in a light tone, complemented by a neutral backsplash. A window offers a view of the outdoors.

Home in Harwich

7th Vacation in Harwich

Indoor spacesKitchenLocation

The kitchen showcases a modern design with light cabinetry and stainless steel appliances. A round dining table with four wooden chairs is accented by a vase of sunflowers. Open shelving displays dinnerware, contributing to a bright and welcoming atmosphere.

4.96 out of 5 average rating, 54 reviews

Beautiful 1BR Steps to Wychmere Harbor & Beach

FamilyIndoor spacesNearby

Family-friendly home rentals with a pool

4.92 out of 5 average rating, 127 reviews

A communal pool area features a clear blue pool surrounded by concrete decking. Lounge chairs are arranged neatly on the sides, with greenery visible in the background. A wooden fence encloses the area, providing a private atmosphere.

Condo in Dennis Port

Sea Salt Studio - Steps to Glendon Rd Beach

Indoor spacesFamilyLocation

4.89 out of 5 average rating, 107 reviews

The exterior of the cottage features a well-maintained lawn with lush green trees in the background. A wooden deck extends from the house, along with patio chairs overlooking a tranquil pond surrounded by vibrant flowers and plants.

Cottage in Centerville

The Holly Cottage

Indoor spacesFamilyDecor

4.99 out of 5 average rating, 100 reviews

Home in Sandwich

"Cape Escape" luxury home w/pool & beach access.

KitchenIndoor spacesQuiet

4.9 out of 5 average rating, 170 reviews

A heated indoor pool is framed by sleek gray walls and illuminated with recessed lighting. Large sliding glass doors offer a view of the outdoor patio. Colorful pool floats and equipment are neatly arranged nearby, providing options for leisure activities.

Home in Plymouth

Seaview Summit | Ocean Views, Indoor Pool, Beach

KitchenIndoor spacesWalkability

Guest suite in Harwich Port

A bright, airy living space features a comfortable couch, accompanied by decorative pillows. Natural light enters through a skylight and glass doors, which open to an outdoor area. A small console table holds decorative items, adding to the inviting ambiance.

4.99 out of 5 average rating, 72 reviews

The Captain's Quarters Suite - #10

KitchenFamilyCondition

A spacious backyard is featured, highlighting a refreshing oval pool surrounded by a textured patio. Lounge chairs are positioned for relaxation under the sun. Lush greenery and trees provide a natural border, while a well-kept lawn enhances the inviting outdoor space.

5.0 out of 5 average rating, 13 reviews

Pool. Hot Tub. Game Room. Walk to Beach. Luxury!

KitchenFamilyPool

4.85 out of 5 average rating, 13 reviews

Apartment in Dennis Port

Dennis Deluxe King Room | Full Studio w/ Kitchenet

FamilyIndoor spacesHot tub