Gloucester Holiday Rentals, Massachusetts: Private House Rentals

A beach with a lifeguard tower, waves, and a large house with a tower on a rocky shore.

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Our top choices for Gloucester hotels

A covered porch with stone walls, wicker furniture, and a view of a house in the background.

A wooden-paneled room with a staircase, a chair, and a table.

A large, two-story house with a wrap-around porch and a stone foundation.

A bay window with two armchairs, a small table, and a decorative mirror.

1. Castle Manor Inn

Gloucester

Jeffery

4.435.187 ₫

5.827.844 ₫ total

includes taxes & fees

15 Sept - 16 Sept

A hotel room with two beds, a balcony with a view, and a desk with a chair.

A swimming pool area with lounge chairs and umbrellas.

A row of white mobile homes with red shutters, each featuring a small porch and outdoor seating.

A bedroom with a large bed, a nightstand, a lamp, and a view of the outdoors.

2. The Vista

East Gloucester

Vishnu

6.104.338 ₫

6.818.354 ₫ total

includes taxes & fees

2 Sept - 3 Sept

Two individuals in white robes by a window overlooking a body of water with a distant shoreline.

A hotel room with a large bed, a fireplace, a television, and a view of the water.

A large hotel with multiple floors and a beach view.

A seafood display with shrimp and seaweed, a bar area with glasses and bottles, and a view of the city through large windows.

3. Beauport Hotel Gloucester

Downtown Gloucester

Iris

8.541.842 ₫

9.541.238 ₫ total

includes taxes & fees

30 Sept - 1 Oct

A small stone building with a red door, surrounded by trees and a picnic table.

A wooden deck with a red door and a window, surrounded by white railings and outdoor furniture.

A rectangular swimming pool with a white fence and lounge chairs.

A hotel room with a large bed, two bedside tables with lamps, a small desk, a chair, a mirror, and a window with curtains.

4. Sea Lion Motel and Cottages

East Gloucester

Bob

4.302.210 ₫

4.805.699 ₫ total

includes taxes & fees

2 Sept - 3 Sept

A coastal hotel with a rocky shoreline, multiple buildings, and a view of the ocean.

Two red Adirondack chairs facing a white table with a bottle and glasses, set on a grassy lawn with a view of the ocean and a sunset.

A pool area with lounge chairs, a sign for Atlantis Oceanfront Inn, and a view of the ocean.

A breakfast table with a view of the ocean and a sign reading "ATLANTIS".

5. Atlantis Oceanfront Inn

East Gloucester

Kimberly

7.457.164 ₫

8.329.600 ₫ total

includes taxes & fees

20 Sept - 21 Sept

A large, white, two-story building with a balcony and a staircase leading to a lower level.

A poolside area with outdoor seating, a fire pit, and a building with multiple balconies and outdoor lighting.

A wooden boardwalk leading to a beach with a clear sky.

A rooftop pool area with lounge chairs and a view of the ocean.

6. Ocean House Hotel at Bass Rocks

East Gloucester

Melissa

7.622.129 ₫

9.154.557 ₫ total

includes taxes & fees

27 Sept - 28 Sept

A covered outdoor seating area with blue umbrellas, wicker chairs, and a view of the waterfront.

A window with a view of a street, a flag, and flowers.

A hotel with a sign reading "Harborview Inn" and a mailbox labeled "Vacancy".

A dining area with a table set for six, surrounded by blue upholstered chairs.

7. Harborview Inn

Downtown Gloucester

Debra

6.492.426 ₫

7.251.962 ₫ total

includes taxes & fees

8 Sept - 9 Sept

A modern hotel room with a large bed, a flat-screen TV, a fireplace, and a chandelier.

A modern living room with a white sofa, a zebra-patterned rug, and a large framed picture on the wall.

A long, narrow hallway with dark walls and wooden flooring.

A modern living room with a fireplace, a mounted TV, and a bar area with a bottle of champagne.

8. The Highliner Hotel

Downtown Gloucester

Matthew

4.612.491 ₫

9.229.414 ₫ total

includes taxes & fees

23 Sept - 24 Sept

A restaurant with large windows overlooking a marina.

A building with a brick facade, large windows, and a staircase leading to the entrance.

A spacious indoor area with large windows, a yellow sofa, patterned ottoman, and a blue coffee table.

A marina with boats docked, outdoor seating with umbrellas, and a view of the water.

9. The Hotel at Cape Ann Marina

Gloucester

Meghan

6.310.876 ₫

7.049.144 ₫ total

includes taxes & fees

3 Sept - 4 Sept

A modern apartment with a dining area, kitchen, living room, and a large window.

A two-story house with a covered patio area featuring outdoor seating and a stone wall.

A modern kitchen with a round dining table, wicker chairs, and a white countertop.

A hallway with a dining area, a round mirror, and a framed artwork of a marina.

10. Long Beach Suites

East Gloucester

Oscar

3.781.049 ₫

9.321.029 ₫ total

includes taxes & fees

2 Sept - 3 Sept

A spacious lobby with a high ceiling, wooden paneling, a large sofa, and a coffee table.

An outdoor patio with stone walls, a pool table, and seating areas.

A bar area with a long counter, multiple stools, and a neon sign.

An indoor swimming pool with a tiled floor, a wooden ceiling, and a seating area with orange cushions.

11. Comfort Inn & Suites Logan International Airport

Revere

Jane

4.570.691 ₫

5.261.931 ₫ total

includes taxes & fees

7 Sept - 8 Sept

A cozy living room with a sofa, armchair, and a coffee maker on a table.

A two-story building with a porch and a sign that reads "Addison Choate."

A coastal scene with a sandy beach, fishing equipment, and houses in the background.

12. Addison Choate Inn

Rockport

neil

7.016.513 ₫

7.837.583 ₫ total

includes taxes & fees

15 Sept - 16 Sept

A multi-story hotel with signage for 'Springhill Suites' and 'Mission Beach House'.

An indoor swimming pool with clear blue water, large windows, and white lounge chairs.

A restaurant with tables and chairs, large windows, and a view of the sea.

A hotel room with a large bed, a desk, a chair, a TV, and a view of the ocean.

13. SpringHill Suites by Marriott Boston Logan Airport Revere Beach

Revere

Earl

4.951.453 ₫

5.530.773 ₫ total

includes taxes & fees

7 Sept - 8 Sept

A modern hotel building with multiple floors, large windows, and a well-maintained exterior.

A modern indoor swimming pool with clear water, surrounded by lounge chairs and a tiled floor.

A modern living room with a fireplace, leather sofas, patterned rugs, and decorative wall panels.

A gym with treadmills, weight machines, and a TV.

14. Holiday Inn Express Boston Logan Airport - Revere by IHG

Revere

Jolie

4.094.246 ₫

4.573.273 ₫ total

includes taxes & fees

7 Sept - 8 Sept

An indoor swimming pool with clear views of the outdoors, sunlit ceiling, and lounge chairs.

A lobby with a sofa, armchairs, a coffee table, and a potted plant.

A banquet hall with round tables, white tablecloths, and black chair sashes.

A vibrant restaurant with colorful architecture, including a distinctive roof and wavy railings.

15. DoubleTree by Hilton Boston North Shore

Danvers

Gavindra

3.317.122 ₫

3.705.225 ₫ total

includes taxes & fees

7 Sept - 8 Sept

A bar area with wooden ceiling beams, hanging pendant lights, and a bar stocked with various bottles. There are six wooden bar stools with cushioned seats.

A staircase with a sign reading "BAGGAGE ROOM" leading to a living area with a sofa and a lamp.

A spacious living room with a staircase, a sofa set, and a large window.

A wooden cabinet with intricate carvings, a glass bowl with decorative items, and a chalkboard menu listing bakery items.

16. Briar Barn Inn

Rowley

Alfred

6.220.214 ₫

7.530.473 ₫ total

includes taxes & fees

2 Sept - 3 Sept

A Holiday Inn Express hotel with a covered entrance, multiple floors, and a landscaped garden area.

A swimming pool with blue water, surrounded by white fences and blue lounge chairs.

A reception area with a counter, a clock, and a window with a view of greenery.

A fitness center with exercise equipment, a mirror, and a sign detailing the center's rules.

17. Holiday Inn Express Boston - Saugus by IHG

Saugus

Ryan

3.181.516 ₫

3.553.753 ₫ total

includes taxes & fees

7 Sept - 8 Sept

A modern hotel with a prominent 'Avid' sign, large windows, and a well-lit entrance.

A spacious lobby with a grey sofa set, a coffee table, and a dining area in the background.

A modern interior with a market area, seating, and a counter.

A city skyline with modern buildings, a river with sailboats, and a park with trees.

18. avid hotel Boston Logan Airport - Revere by IHG

Revere

Nancee

4.188.788 ₫

4.678.877 ₫ total

includes taxes & fees

3 Sept - 4 Sept

A modern house with a large patio area featuring outdoor furniture and a fire pit.

An indoor swimming pool with wooden beams, lounge chairs, and large windows.

A spacious living room with exposed wooden beams, a fireplace, and modern lighting fixtures.

A harbor with boats docked near a red building with an American flag.

19. Rockport Inn And Suites

Rockport

Amy

5.139.185 ₫

5.740.470 ₫ total

includes taxes & fees

20 Sept - 21 Sept

A modern indoor seating area with grey upholstered chairs, a central plant, and pendant lighting.

A golf course with a well-maintained green and a house with a 'WELCOME' sign, a covered porch, and a stone retaining wall.

A landscaped garden with neatly trimmed hedges, a central circular flower bed, and a brick building with a distinctive roof in the background.

A spacious lobby with red leather chairs, a central coffee table, and a fireplace.

20. Four Points by Sheraton Wakefield Boston Htl&Conference Cntr

Wakefield

Robert

3.259.250 ₫

3.640.583 ₫ total

includes taxes & fees

6 Sept - 7 Sept

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Where to stay in Gloucester

Find the best Gloucester areas for the activities you enjoy most.Learn more about Gloucester

A lighthouse, a white building with a red roof, and a stone walkway leading to the water.

A lighthouse on a rocky shore with a white building and red roof in the background.

East Gloucester

If you're spending some time in East Gloucester, Good Harbor Beach and Niles Beach are top sights worth seeing.

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A statue of a man with a wheel, surrounded by a stone base with an inscription, in a public square with houses and cars in the background.

Downtown Gloucester

While visiting Downtown Gloucester, you might make a stop by sights like Cape Ann Museum and Capt Bill & Sons Whale Watch.

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A coastal landscape with a lighthouse, rocky shoreline, and a beach.

A lighthouse on rocky shore with clear blue water and a wooden pier.

A lighthouse on a rocky outcrop by the sea, with waves gently lapping at the shore.

Annisquam

Though Annisquam may not have many top sights, you can venture to the surrounding area to see attractions like Wingaersheek Beach and Plum Cove Beach.

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A lighthouse on a rocky shore with a wooden walkway leading to it.

Rocky Neck

While Rocky Neck isn't home to many top sights, Rocky Neck Art Colony and Maritime Gloucester are some notable places to visit nearby.

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A garden with purple flowers and a foggy coastline.

Magnolia

You'll enjoy the beaches and restaurants in Magnolia. You might want to make time for a stop at Gray Beach or Massachusetts Bay.

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Stay near popular Gloucester attractions

A rocky shoreline with large boulders and calm water.

Wingaersheek Beach

9.4/10 (83 reviews)

This pristine beach captivates with white sands, clear shallow waters, and dramatic rock formations. Visit at low tide to explore expansive sandbars and discover hidden tide pools teeming with marine life.

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Good Harbor Beach

9.2/10 (191 reviews)

Stroll along Good Harbour Beach's pristine white sands, walking to Salt Island at low tide. Reserve summer parking in advance to enjoy this Atlantic gem with its gentle surf and family-friendly atmosphere.

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Hammond Castle

9.4/10 (86 reviews)

Explore this 1920s medieval-style castle built by inventor John Hays Hammond Jr. on Massachusetts' coast. Wander through grand halls filled with Roman and Renaissance artefacts while enjoying dramatic ocean views.

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An art gallery with wooden flooring and paintings on the walls.

Cape Ann Museum

9.0/10 (23 reviews)

You can spend an afternoon exploring the galleries in Cape Ann Museum in Gloucester. Wander through the beautiful beaches and seaside in this family-friendly area.

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A coastal town with rocky shores, a prominent church, and a clear blue sky.

Stage Fort Park

9.2/10 (71 reviews)

After visiting Stage Fort Park, make a plan to see the other sights and activities in Gloucester. Wander through the beautiful beaches and seaside in this family-friendly area.

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A beach with clear water, sandy shore, and green foliage.

Half Moon Beach

9.0/10 (45 reviews)

This crescent-shaped cove offers calm waters and golden sand within historic Stage Fort Park. Explore the rocky cliffs for picturesque views of Gloucester Harbour while enjoying the tranquil atmosphere.

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A coastal scene with clear blue water, rocky shoreline, and several sailboats anchored in the distance.

Niles Beach

8.0/10 (8 reviews)

This serene harbour beach offers calm waters and gentle waves perfect for families with young children. Visit at sunset to witness breathtaking golden light while collecting sea glass along the shore.

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A group of people in naval uniforms on a wooden deck, with a ship's rigging and a clear blue sky in the background.

Maritime Gloucester

9.4/10 (63 reviews)

Maritime Gloucester showcases the oldest operating marine railway in the US alongside interactive exhibits of local marine life. Explore the historic Dory Shop or sail the harbour aboard the traditional Schooner Ardelle.

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Learn more about Gloucester

America's oldest working seaport offers whale watching tours where humpback sightings are common from May through October. Wander the colourful harborfront where fishermen unload their catch, then sample the freshest lobster rolls at family-owned seafood shacks along Rocky Neck.

See all hotels in Gloucester

Top Gloucester Hotel Reviews

Comfort Inn & Suites Logan International Airport

10/10 Excellent

"The breakfast was hearty and delicious. The staff were very attentive, constantly replenishing the food and keeping the area clean and tidy. The airport shuttle service was excellent and prompt, arriving about five minutes after being called, and the driver kindly helped with the luggage. The front desk staffs are kind and helpful. The room is clean and comfortable."

Ashworth by the Sea

10/10 Excellent

"Clean, convenient and comfortable. One of the best places to stay at Hampton Beach!"

Best Western Plus North Shore Hotel

10/10 Excellent

"Rooms, lobby and dining room were all very clean. Staff greeted us and were helpful and pleasant. Breakfast had a lot of choices and was good. Parking was crowded and we had to park at the far end of the parking lot. Everything was safe and secure."

Atlantis Oceanfront Inn

10/10 Excellent

"Absolutely gorgeous, wonderful hotel!! Incredible views. Comfy bed. Nice pool. Delicious breakfast cafe. I didn’t want to leave!!"

Castle Manor Inn

10/10 Excellent

"Very pleasant and helpful checkin staff. Room was excellent. Breakfast that unfortunately for us is only on weekends but looks awesome! Muffins and Coffee were available. Would love to return!"

Sea Lion Motel and Cottages

10/10 Excellent

"lovely little place. Room clean and complete. Staff were the friendliest!! lots of parking."

Long Beach Suites

8/10 Good

"Great place,close to the beach.and you have your own parking spot! One out of 3 TV's,didn't work!and there is no cable! Try to get an upstairs unit!Because,the kids running in the morning. Woke us up every day! But,besides that great place and location!"

Ocean House Hotel at Bass Rocks

10/10 Excellent

"The room was wonderful- clean and had a deck right off of our slider & we were steps away from a beautiful pool and hot tub. The staff were friendly and helpful. The views of the water crashing on the rocks were amazing and there were chairs set up to sit and enjoy. There was a firepit and they served cookies and coffee in the afternoon & cheese and wine in the early evening. There was a nice breakfast in the morning serving spinach and feta or ham and cheese hot croissants, fruit and bagels and eggs. I would rate our experience a 10 out of 10. Will definitely come again."

Beauport Hotel Gloucester

10/10 Excellent

"Beautiful spot right on the ocean. Loved the rooftop bar."

More cheap stays in Gloucester

The Northshore Hotel - Boston/Danvers

219 Newbury St. Danvers MA

2.581.326 ₫

2.883.263 ₫ total

2 Sept - 3 Sept

includes taxes & fees

Lakeside Inn

595 North Ave Wakefield MA

2.591.755 ₫

2.894.990 ₫ total

2 Sept - 3 Sept

includes taxes & fees

Red Roof Inn PLUS+ Boston - Logan

920 Broadway Saugus MA

2.615.222 ₫

2.921.331 ₫ total

9 Sept - 10 Sept

includes taxes & fees

Best Western Plus North Shore Hotel

50 Dayton St Danvers MA

3.648.274 ₫

4.075.123 ₫ total

8 Sept - 9 Sept

includes taxes & fees

9/10 Wonderful! (1,010 reviews)

avid hotel Boston Logan Airport - Revere by IHG

405 American Legion Hwy Revere MA

4.188.788 ₫

4.678.877 ₫ total

3 Sept - 4 Sept

includes taxes & fees

Comfort Inn & Suites Logan International Airport

85 American Legion Hwy Revere MA

4.570.691 ₫

5.261.931 ₫ total

7 Sept - 8 Sept

includes taxes & fees

9/10 Wonderful! (2,385 reviews)

Hotels in Gloucester with star rating

Frequently asked questions

What's the seasonal weather like in Gloucester?

The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of 1°C. The snowiest months in Gloucester are January, February, December and March, with each month seeing an average of 14 cm of snowfall.

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Book Hotels in Gloucester on Expedia.com

Find hotels in Gloucester, MA from 2.883.263 ₫

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Gloucester

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Gloucester hotels

1. Castle Manor Inn

2. The Vista

3. Beauport Hotel Gloucester

4. Sea Lion Motel and Cottages

5. Atlantis Oceanfront Inn

6. Ocean House Hotel at Bass Rocks

7. Harborview Inn

8. The Highliner Hotel

9. The Hotel at Cape Ann Marina

10. Long Beach Suites

11. Comfort Inn & Suites Logan International Airport

12. Addison Choate Inn

13. SpringHill Suites by Marriott Boston Logan Airport Revere Beach

14. Holiday Inn Express Boston Logan Airport - Revere by IHG

15. DoubleTree by Hilton Boston North Shore

16. Briar Barn Inn

17. Holiday Inn Express Boston - Saugus by IHG

18. avid hotel Boston Logan Airport - Revere by IHG

19. Rockport Inn And Suites

20. Four Points by Sheraton Wakefield Boston Htl&Conference Cntr

Where to stay in Gloucester

East Gloucester

Downtown Gloucester

Annisquam

Rocky Neck

Magnolia

Stay near popular Gloucester attractions

Wingaersheek Beach

Good Harbor Beach

Hammond Castle

Cape Ann Museum

Stage Fort Park

Half Moon Beach

Niles Beach

Maritime Gloucester

Learn more about Gloucester

Top Gloucester Hotel Reviews

Comfort Inn & Suites Logan International Airport

Ashworth by the Sea

Best Western Plus North Shore Hotel

Atlantis Oceanfront Inn

Castle Manor Inn

Sea Lion Motel and Cottages

Long Beach Suites

Ocean House Hotel at Bass Rocks

Beauport Hotel Gloucester

More cheap stays in Gloucester

The Northshore Hotel - Boston/Danvers

Lakeside Inn

Red Roof Inn PLUS+ Boston - Logan

Best Western Plus North Shore Hotel

avid hotel Boston Logan Airport - Revere by IHG

Comfort Inn & Suites Logan International Airport

Hotels in Gloucester with star rating

Frequently asked questions

Explore a world of travel with Expedia

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