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Holiday houses in Wrentham

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Top-rated holiday rentals in Wrentham

Guests agree: these stays are highly rated for location, cleanliness and more.

Guest favourite

Apartment in Winthrop

4.96 out of 5 average rating, 301 reviews

Cody's Place Boston Airport Pool/Beaches ParkFree

Retreat, relax, & refresh in your own private entry basement in law apartment of our well bunkered Beach House. BEST LOCATION across from the mighty Atlantic & Iconic Winthrop Arms Hotel/Restaurant. Take in the salty air & breathtaking sunrises. Steps from Ocean Sunrise & Sandy Beach Surf. Walking distance to public transport, restaurants, parks, or Uber/Walk to the center bars & other attractions. Vacation living. Ferry minutes to downtown Boston. 1 of 3 officially licensed AirBnB's in town.

Guest favourite

Home in Plymouth

4.83 out of 5 average rating, 310 reviews

Historic 1 Bed/In Town/Best Location/Hot tub/deck

PLEASE DO NOT BOOK WEEKENDS/HOLIDAYS/SUMMERS in advanced. I only use this 1 bed to fill gaps when the larger listing for this home isn't rented (mostly midweek) Beautifully restored historic home, directly in town, steps away from the Pilgrims 1st settlement, ocean, award winning restaurants, historic attractions, shops, nightlife, entertainment, tours,ferries, etc. Directly on the town brook/gristmill. Deck with view, firepit, hot tub, grill. Comfortable/clean/cozy bed, working wood stove.

Guest favourite

Home in Coventry

4.86 out of 5 average rating, 128 reviews

Awesome 3 bed vacation lake house. Great location!

Three bedroom house right on Johnson’s Pond with private water access right in the back yard. House features queen master with deck overlooking the pond. 2nd bedroom features a full bed with twin bunk bed above along with a stand alone twin bed. 3rd bedroom has a queen bed. Perfect for one or two couples to share. Full kitchen and laundry along with WiFi and streaming services. Use of 2 kayaks and pedal boat. Just two miles from I-95, so everything in southern New England is just minutes away!!

Guest favourite

Cottage in Oakland Beach

4.98 out of 5 average rating, 137 reviews

Renovated cottage w water views and walk to beach

This beautiful cottage has waterviews from most rooms. 1st floor has 4 season porch, Living room opens to white kitchen w quartz countertops, dining area , bedroom and 1/2 bath. 2nd floor has 2 bedrooms & full bath with laundry. Outdoor sitting at Small table in the front garden & Adirondack chairs in the backyard. 1/2 block to the beach, kayak, fishing, boat launch, cafe & 2 restaurants. Home has been renovated w love and caring. No parties. Please be considerate of cleaning person.

Guest favourite

Condo in Newport

4.94 out of 5 average rating, 500 reviews

Newport unforgettable

My place is close to the beach, Mansions,restaurants and dining, nightlife, and family-friendly activities. You’ll love my place because of the comfy beds, the kitchen, the coziness, and the high ceilings.(been on third floor) My place is good for couples, solo adventurers, business travelers, families (with kids), 2 parking spaces available(in the back of the building) washer /drier; the home is on third floor via outside/inside stairs and may not be suitable for anyone with mobility issues.

Guest favourite

Home in Fairhaven

4.93 out of 5 average rating, 102 reviews

Cozy Beach House with 270° Spectacular Views

Enjoy your getaway at our elevated beach house, the Fairhaven Seaside Retreat! Named one of Fodor's Top Ten Airbnbs for Socially Distanced Getaways in 2020 for its seclusion, stunning views, and easy access to many of New England's vacation spots, our home is perfect for adventurous vacations, quiet retreats, or remote working. Featuring 270 degree views that include the Atlantic ocean and a protected state marsh, our cozy home is also close to local restaurants, grocery stores, and shops.

Guest favourite

Apartment in Swampscott

4.89 out of 5 average rating, 104 reviews

Ocean views, Large Deck, Grill, Kid/Dog Friendly

The product of a complete gut renovation in 2020. The unit is 300 yards to Fisherman's Beach at the bottom of the street. The apartment is the 1st floor of a two family home (our family lives upstairs). It consists of 2 bedrooms, 2 full baths, pro kitchen, open living/dining area. The driveway can fit 2 cars (tight). There is additional parking at the bottom of the street. Please see house rules settings for holiday minimum bookings. We are pet friendly, but require case by case approval.

Superhost

Cottage in Fairhaven

4.83 out of 5 average rating, 213 reviews

Cottage by the Bay

Cottage in Fairhaven, perfect for a vacation for a small family, a romantic getaway or a home away from home if you are in the area for business. Enjoy all a vacation has to offer. During warmer weather, walk to the public beach and boat ramp - swim, sun, boat. Spend evenings by the outdoor fireplace. When it is cold out side, enjoy parks, museums, arts and cultural events, with evenings spent enjoying hot chocolate in front of the gas stove as the fire blazes providing a cozy warmth.

Superhost

Home in Scituate

4.83 out of 5 average rating, 58 reviews

Sand Hills Barker Tavern RiverClub lighthouse -

Walking distance to sand hills beach - super close to BARKER TAVERN! One mile from center of town with restaurants and shops. Nearby basketball court. Grassy backyard . New furnishings new full bath and new mattresses. Freshly painted well maintained by owner bedrooms are upstairs. There is only one full bath upstairs Totally redone 2024. Bungalow beach style home. some guests find stairs to be “ steep” … my 82 year old mom does fine with the stairs and rail!

Guest favourite

Home in Scituate

5 out of 5 average rating, 20 reviews

Coastal Retreat

Welcome to our coastal rental, a charming retreat nestled in the heart of a vibrant beach town. With modern amenities and coastal decor, unwind in the light-filled spaces and savor beautiful marsh views from the well manicured backyard. Located about a mile from Main Street, you can walk or bike on the flat sidewalk to restaurants, shops and the harbor. Close by you'll also find a dog park, the beautiful public golf course, Widow's Walk and of course the beach!

Superhost

Home in Middletown

4.83 out of 5 average rating, 24 reviews

Little Creek Retreat - RIBryan Property

Tranquil location near Pebble Beach, 3rd Beach, and Indian Ave, this 4-bedroom, 3-bath house offers privacy and seclusion on a 9-acre plot. It includes a master suite with an en-suite bathroom. The property is well-suited for families, featuring a hot tub, a fenced-in yard, and extra space available for children under 12. This home combines the comfort of expansive private grounds with the convenience of nearby coastal access, providing a peaceful retreat.

Guest favourite

Home in Plymouth

4.93 out of 5 average rating, 41 reviews

Serene Lakefront Retreat: Your Perfect Getaway!

Escape to our serene lake house with breathtaking views & endless opportunities for outdoor adventure. With a dedicated workspace, stay connected while enjoying tranquility. Take a paddle on the lake with kayaks & pedal boat, or relax on the patio with outdoor fire pit. Fully furnished & decorated, feel at home cooking in the fully equipped kitchen or curling up in the cozy living room. Book your stay today and experience the magic of nature firsthand!

Holiday rentals for every style

Get the amount of space that is right for you

Popular amenities for Wrentham holiday rentals

Kitchen
Wi-Fi
Pool
Free parking on premises
Air conditioning

Stay near Wrentham's top sights

Wrentham Village Premium Outlets102 locals recommend
Plainridge Park Casino19 locals recommend
Olive Garden Italian Restaurant6 locals recommend
Dunkin'6 locals recommend
Bass Pro Shops5 locals recommend
The Nature Trail and Cranberry Bog5 locals recommend

Other great holiday rentals in Wrentham

Guest favourite

Home in Westminster

4.93 out of 5 average rating, 127 reviews

Wachusett Mountain Get-Away

Guest favourite

Home in Westport

4.85 out of 5 average rating, 104 reviews

Beach Home – Family Friendly - Solar Powered

Guest favourite

Cottage in Stow

4.95 out of 5 average rating, 159 reviews

White Pine Cottage

Superhost

Apartment in North End

5 out of 5 average rating, 4 reviews

Modern and spacious lovely home

Guest favourite

Home in Hull

4.95 out of 5 average rating, 21 reviews

Every room a water view updated kitchen & bath

Superhost

Home in Worcester

4.84 out of 5 average rating, 114 reviews

COMFORTABLE 2ND FLOOR, FULL EQUIPPED&PET FRIENDLY

Superhost

Home in Wareham

4.93 out of 5 average rating, 14 reviews

Private home, secluded 6 acre lot with water view

Guest favourite

Home in Wareham

5 out of 5 average rating, 8 reviews

Amazing views, steps to private beach

Show all

Quick stats about holiday rentals in Wrentham

  • Total rentals

    20 properties

  • Total number of reviews

    1.3K reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Wi-Fi availability

    20 properties include access to Wi-Fi

  • Popular amenities

    Kitchen, Wi-Fi and Pool

  • Local attractions

    Wrentham Village Premium Outlets, Plainridge Park Casino and Supercharged Entertainment

Destinations to explore

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  3. Massachusetts
  4. Norfolk County
  5. Wrentham