Holiday Homes in Plum Island

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Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct

Featured Holiday Homes in Plum Island and around

"Captain's Lookout" on Wonson Cove, Rocky Neck - Gloucester
Fridge, microwave, oven, stovetop

"Captain's Lookout" on Wonson Cove, Rocky Neck - Gloucester

10.0 out of 10, Exceptional, (14)
"We had a great time at Captains lookout. The pictures were accurate and we love the view from the roof. The host was very accommodating and helpful. "
"Captain's Lookout" on Wonson Cove, Rocky Neck - Gloucester
Walk to Beach. Private Nature and Bird Watching Trail. Quiet.
Stroll along the garden path to a serene seating area surrounded by lush greenery and trees.

Walk to Beach. Private Nature and Bird Watching Trail. Quiet.

9.0 out of 10, Wonderful, (59)
"Nice quiet hideaway close to a great beach. Very private with rustic charm. "
Walk to Beach. Private Nature and Bird Watching Trail. Quiet.
Unit1 Beautiful PRIVATE LARGE 3 bedroom/2 bath townhome. Close to ALL HISTORIC
Enjoy cooking in this well-equipped kitchen with sleek cabinetry, granite countertop, and stainless steel appliances.

Unit1 Beautiful PRIVATE LARGE 3 bedroom/2 bath townhome. Close to ALL HISTORIC

9.6 out of 10, Exceptional, (126)
"We stayed here for four days. It’s very clean nice beautiful place."
Unit1 Beautiful PRIVATE LARGE 3 bedroom/2 bath townhome. Close to ALL HISTORIC
Spacious 6 bedroom 4.5 bath house in charming Marblehead & close to the ocean
Stunning grand staircase with a chandelier and arched doorway.

Spacious 6 bedroom 4.5 bath house in charming Marblehead & close to the ocean

9.4 out of 10, Exceptional, (8)
The price is €792
includes taxes & fees
20 Aug - 21 Aug
Spacious 6 bedroom 4.5 bath house in charming Marblehead & close to the ocean
Centrally located charmer with expansive patio, board games, & central AC
Enjoy cooking in this well-equipped kitchen with a double oven, coffee maker, and kettle.

Centrally located charmer with expansive patio, board games, & central AC

7.6 out of 10, Good, (9)
"Beautiful property"
Centrally located charmer with expansive patio, board games, & central AC
Premier, modern, fully renovated, Beach home...stroll to the beach in 3 minutes!
Enjoy cooking in this well-lit kitchen with a central island, stainless steel sink and stove, and a convenient trash can.

Premier, modern, fully renovated, Beach home...stroll to the beach in 3 minutes!

9.6 out of 10, Exceptional, (5)
The price is €581
includes taxes & fees
19 Aug - 20 Aug
Premier, modern, fully renovated, Beach home...stroll to the beach in 3 minutes!
Leslie's Retreat: Spacious home ideally located to everything
Enter a serene hallway with a door featuring a frosted glass panel, adorned with a wreath and a potted plant on a nearby table.

Leslie's Retreat: Spacious home ideally located to everything

10.0 out of 10, Exceptional, (237)
"We loved staying here! If we ever come back to Salem this is our first choice!"
Leslie's Retreat: Spacious home ideally located to everything
Prime Location!WALK TO WATER & HISTORIC DISTRICT!PRIVATE Large first floor apt!
Enjoy cooking in this well-equipped kitchen with a refrigerator, microwave, oven, and dishwasher.

Prime Location!WALK TO WATER & HISTORIC DISTRICT!PRIVATE Large first floor apt!

9.6 out of 10, Exceptional, (83)
"This property is perfect for 2 travelers or for a small family. Close to everything, very clean and easy to get to. Would 100% stay here again!"
Prime Location!WALK TO WATER & HISTORIC DISTRICT!PRIVATE Large first floor apt!
Charming 3-bedroom house in the HEART of SALEM!
Paper towels

Charming 3-bedroom house in the HEART of SALEM!

10.0 out of 10, Exceptional, (2)
"The house was clean and beautiful and easily fit 6 people. The house was in walking distance from all attractions and restaurants on Essex Street. I would recommend this house and would stay there again."
Charming 3-bedroom house in the HEART of SALEM!
Whole House Steps from Pleasant Pond
Situated on a grassy area, this charming house features a front porch and a tranquil natural setting with a nearby body of water.

Whole House Steps from Pleasant Pond

9.6 out of 10, Exceptional, (43)
"Beautiful area next to the pond, quiet and peaceful!"
Whole House Steps from Pleasant Pond
Entire Lower Level of the House, Across From The Beach
Walk along the pier and enjoy the serene views of the calm water.

Entire Lower Level of the House, Across From The Beach

9.8 out of 10, Exceptional, (16)
"Loved getting to visit the beach and the short drive to Salem!"
The price is €345
includes taxes & fees
7 Aug - 8 Aug
Entire Lower Level of the House, Across From The Beach
"Rocky Neck Hideaway" on Wonson Cove, Rocky Neck - Gloucester
Enjoy a peaceful retreat on this deck surrounded by lush trees and a charming fence.

"Rocky Neck Hideaway" on Wonson Cove, Rocky Neck - Gloucester

9.8 out of 10, Exceptional, (75)
"Had the best family vacation at the Rocky Neck Hideaway, from the location, to the host, to the amenities, everything was excellent. The whole stay exceeded our expections and we will be back! "
"Rocky Neck Hideaway" on Wonson Cove, Rocky Neck - Gloucester
Quaint getaway with full kitchen and lush yard - close to the beach and downtown
Compact kitchen with microwave, oven, and coffee maker, featuring a geometric-patterned backsplash and ceiling light fixture.

Quaint getaway with full kitchen and lush yard - close to the beach and downtown

9.0 out of 10, Wonderful, (118)
"We liked the location. It was close enough to walk to town. House had everything we needed and the 2 coffee pots was a plus for us."
Quaint getaway with full kitchen and lush yard - close to the beach and downtown
NEW 2BR Historic Marblehead Home+Minutes to Beach
Cozy living room with a sofa, lamp, and television, featuring a piano and bookshelf.

NEW 2BR Historic Marblehead Home+Minutes to Beach

2.0 star property
10.0 out of 10, Exceptional, (9)
"My family stayed in October for a quick weekend getaway. Great location and easy to get to from Boston. Would definitely book again. "
The price is €355
includes taxes & fees
7 Aug - 8 Aug
NEW 2BR Historic Marblehead Home+Minutes to Beach
The Bungalow @ Elm is located in the heart of Old Town Marblehead, MA.
Enjoy a peaceful retreat with a garden view from the comfort of this serene room, featuring a table for two and a cozy corner with a plant.

The Bungalow @ Elm is located in the heart of Old Town Marblehead, MA.

9.8 out of 10, Exceptional, (36)
"Was a great spot for my spouse and I to visit again. We look forward to visiting this spot next year! "
The Bungalow @ Elm is located in the heart of Old Town Marblehead, MA.
Bright & Stylish Coastal Retreat in Marblehead Historic Center w Parking!
Relax on the deck with a comfortable wicker chair and enjoy the serene surroundings.

Bright & Stylish Coastal Retreat in Marblehead Historic Center w Parking!

10.0 out of 10, Exceptional, (18)
"Definitely will be staying there again!"
The price is €344
includes taxes & fees
4 Sept - 5 Sept
Bright & Stylish Coastal Retreat in Marblehead Historic Center w Parking!
WATERFRONT, pet friendly, dock space available, close to Newburyport and Beaches
Dining

WATERFRONT, pet friendly, dock space available, close to Newburyport and Beaches

10.0 out of 10, Exceptional, (3)
"The house was perfect just as the listing shows online, plenty of space. A beautiful, private setting on the Parker River. Wonderful for painting, relaxing and enjoying your morning coffee while soaking in the peaceful calm of the water. We enjoyed our time there!"
WATERFRONT, pet friendly, dock space available, close to Newburyport and Beaches
Dog Friendly Home in Rockport- Less Than 1/2 Mile Walk to Beaches & Shops!
Relax in a serene outdoor seating area surrounded by lush greenery and a tranquil atmosphere.

Dog Friendly Home in Rockport- Less Than 1/2 Mile Walk to Beaches & Shops!

9.6 out of 10, Exceptional, (42)
"Property was clean, well decorated in Gloucester vacation decor, inviting! Check-in was easy, and we had a great time together. Would definitely like to visit here again!"
Dog Friendly Home in Rockport- Less Than 1/2 Mile Walk to Beaches & Shops!
Elegant getaway with lovely deck, ocean & sunrise views, foosball & washer/dryer
Enjoy expansive views of the outdoors from the large windows in this well-appointed room, featuring a central table and foosball table for entertainment.

Elegant getaway with lovely deck, ocean & sunrise views, foosball & washer/dryer

8.4 out of 10, Very good, (68)
"Very nice place"
Elegant getaway with lovely deck, ocean & sunrise views, foosball & washer/dryer
NEW 3BR Salem Townhouse Minutes to downtown
Stately two-story house with a central doorway and well-manicured evergreen trees.

NEW 3BR Salem Townhouse Minutes to downtown

10.0 out of 10, Exceptional, (1)
"Perfect size, layout and accommodations for our family! Us and our adult kids! Equipped for lazy nights in with full kitchen and all the amenities of home, comfortable furnishings and clean!! Great porch for relaxing in the mornings and evenings! Perfect location, close enough to walk to all that salem has to offer yet far enough away from the business of it all!"
The price is €598
includes taxes & fees
17 Aug - 18 Aug
NEW 3BR Salem Townhouse Minutes to downtown
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Plum Island Hotel Reviews

The Wylie Inn and Conference Center at Endicott College

The Wylie Inn and Conference Center at Endicott College

10/10 Excellent
"I slept so well "
Jill 2-night trip
Posted 1 day ago
The Wylie Inn and Conference Center at Endicott College