5BR House Vacation Rental in Wenham, Massachusetts

Vacation Rentals

Updated on Jul 17, 2020

Hurdle Hill Farm

Located in: Wenham
A beloved family home, we are now open for guests!

Do not worry about not having enough room, there is PLENTY of space both inside this 6,000 square foot house as well as outside on the beautiful 14 acre grounds, complete with a barn, fields, and a small pond.

Feel free to give us a call or email if you have any questions for us!
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Gloucester/Annisquam Getaway: Beach-Biking-Nature Walks-Kayaking

3 bedroom apartment in Wenham, MA

Perfectly located turn of the century Bayview home is nestled between Annisquam Village and Lanesville… a short walk to Plum Cove Beach or if you prefer just walk up the street to go swimming in...

Pristine Annisquam Beach House, walk to Diamond Cove & Lighthouse Beach

3 bedroom house in Wenham, MA

Relax at the scenic New England coastline at Diamond Cove. Access 2 member beaches within walking distance. Experience the most breathtaking sunsets on the East Coast just 2 minutes away overlooking...

Sunset Views, Waterfront Property, Dock - Sleeps 12

4 bedroom house in Wenham, MA

Stunning sunsets, a parade of boats going by, a charming marina, and a beach brimming with natural beauty — these are the sights you’ll behold at this year-round waterfront home built to maximize...

Ocean Vacation Home in idyllic secluded neighborhood

3 bedroom house in Wenham, MA

Fun place to vacation! Swimming 100 yards from your front door. Beautiful walks along expansive rocky shore. Fishing, kayaking, sunbathing and swimming. Ocean views and breezes. Relax on your...

Charming, beloved house sleeps 8, with huge deck over pond & close to the ocean

4 bedroom house in Wenham, MA

Come stay in our refurbished and four bedroom house on a quiet, beautiful private way in Marblehead, MA. You can sip cocktails on the deck overlooking the pond as the sun sets while your children feed...

Spacious Apartment in the Middle of Old Town

1 bedroom apartment in Wenham, MA

A spacious, light filled apartment right in the heart of old town Marblehead. The apartment is the top (third) floor of one of the oldest buildings in town, an antique colonial style building built in...

Good Harbor Beachfront at the Footbridge

6 bedroom house in Wenham, MA

Single family house, over one hundred years old, accommodates ten. Three queen beds, one double bed with a trundle, and two sets of bunk beds allow for comfortable sleeping for ten. A large eat-in...

Quaint One Bedroom Overlooking Nature Trail In Historic Marblehead

1 bedroom apartment in Wenham, MA

Pristine one bedroom with separate entrance. Lots of natural light, 10 minute walk to beach & 2 miles from historic downtown Marblehead featuring cafe's, quaint shops, seaside restaurants & world...

Cottage with Direct Water Access!

2 bedroom cottage in Wenham, MA

Enjoy amazing SUNSETS overlooking the tidal Eagle Hill River and Plum Island Sound from this fully furnished cottage with its post and beam ceilings and quaint decor. Enjoy cocktails and nature on the...

Beach Stone Cottage: Just feet from the white sands of Good Harbor Beach.

3 bedroom house in Wenham, MA

This lovely beach house has it all: prime Good Harbor Beach location, views, historic charm and modern comfort and style. The original cottage was built as a stone carriage house to a neighboring...

Newly Renovated One Bedroom Cottage - Walk to Long Beach/Good Harbor Beach

1 bedroom cottage in Wenham, MA

Please enjoy our fully renovated one bedroom, one bathroom cottage. It is a 5 minute walk to Long Beach, less a than 10 minute walk to Good Harbor Beach. Enjoy all the comforts of home, with two...

Helena House: European flair, close to Plum Cove Beach.

3 bedroom house in Wenham, MA

Situated on a knoll in Gloucester's Bay View neighborhood, Helena House offers peekaboo views of the Ipswich Bay from the upper level. Decorated with a European sensibility, the home is sunny,...

Large 1790's Historic Country House "CRYSTAL SPRING FARM" Downtown Essex, NY

4 bedroom farmhouse in Wenham, MA

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Spacious Retreat - Walk to the Fisherman Memorial and Half Moon Beach

5 bedroom house in Wenham, MA

Step back in time, this Antique colonial (circa 1746) offers a large place to spend time with family and friends. With lot's of place to sleep and chat. The location is perfect - just across from...

Quarryman’s Cottage: 1bd, 1 bth PRIVATE QUARRY: DOG friendly

1 bedroom guest house in Wenham, MA

Sunny and bright the cottage sits on a private quarry and is waiting for you to come enjoy all Cape Ann has to offer. Enjoy reading, relaxing, and swimming in the quarry on a picturesque lot abutting...

Light, Bright and Airy Vacation Home in Lakes Region of Maine!

2 bedroom house in Wenham, MA

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3 bedroom house in Wenham, MA

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4 bedroom Marblehead Home available weekly

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Historic cottage is steps from the beach on a glorious seaside estate!

3 bedroom house in Wenham, MA

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Squam Light: A newly renovated cottage, nestled in the village of Annisquam.

3 bedroom house in Wenham, MA

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