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Gloucester Vacation Rentals

Gloucester 3-bedroom Apartments, Vacation Rentals & More - 32 Rentals Available.

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Air conditioning (9)
Balcony or terrace (3)
DVD player (22)
Dishwasher (29)
Fireplace (15)
Grill (17)
High Speed Internet (31)
High chair (2)
Hot tub/Jacuzzi (3)
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32 Vacation rentals

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Filters applied: 3+ Bedrooms

Distance calculated in a straight line, road distances may differ. Confirm exact location with the property owner/manager.

1 / 53

Annisquam's Buoy 23: 4BR Waterfront w/Dock

Gloucester House

4 bedrooms 4
2 bathrooms
Sleeps 7 7
Min stay varies

Beach/lakeside relaxation
Ask about children
Air conditioning

“We had a truly wonderful vacation at Buoy 23. The house was perfect, it had everything we needed, was very clean and comfortable. We loved the maritime décor and rich history of the house. We especially enjoyed boating, kayaking, paddleboarding and...”

- Review left on 08/08/2016

$310

Excellent (5 reviews)

from $310 / night

Inquire

1 / 33

Water's Edge: Direct waterfront on picturesque Goose Cove with dock

Gloucester House

3 bedrooms 3
3 bathrooms
Sleeps 8 8
Min stay varies

Ask about children
Air conditioning
Pet friendly

$450

from $450 / night

Inquire

1 / 21

Welcome Home: Walk to Gloucester's historic harbor and beaches.

Gloucester House

5 bedrooms 5
3 bathrooms
Sleeps 12 12
Min stay varies

Ask about children

$520

from $520 / night

Inquire

1 / 40

Beachmont: Easy access to Stagefort Park, Beaches & Downtown Gloucester

Gloucester House

5 bedrooms 5
2 bathrooms
Sleeps 9 9
Min stay varies

Ask about children
Pet friendly

$470

from $470 / night

Inquire

1 / 28

Little Red House: Close to Gloucester's historic Stage Fort Park & beaches

Gloucester House

3 bedrooms 3
1 bathroom
Sleeps 5 5
Min stay varies

Ask about children

$250

from $250 / night

Inquire

1 / 28

Golden Sands at Good Harbor: Across the street from the beach

Gloucester Cottage

7 bedrooms 7
4 bathrooms
Sleeps 12 12
Min stay varies

Ask about children

$1000

from $1000 / night

Inquire

1 / 37

Victorian House: Explore Rocky Neck's art galleries & restaurants

Gloucester House

3 bedrooms 3
2 bathrooms
Sleeps 6 6
Min stay varies

Ask about children
Pet friendly

$467

from $467 / night

Inquire

1 / 20

Long Beach House: Large, comfortable home just 285 feet from the white sands!

Gloucester House

5 bedrooms 5
3 bathrooms
Sleeps 10 10
Min stay varies

Ask about children
Pet friendly

$538

from $538 / night

Inquire

1 / 21

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

Gloucester House

3 bedrooms 3
2 bathrooms
Sleeps 7 7
Min stay varies

Ask about children
Pet friendly

$320

from $320 / night

Inquire

1 / 29

Thurston Point: Waterfront rental with deepwater dock on Annisquam River!

Gloucester Cottage

3 bedrooms 3
2 bathrooms
Sleeps 6 6
Min stay varies

Ask about children

$440

from $440 / night

Inquire

1 / 38

Bell View: Private tennis court and an in-law suite

Gloucester House

6 bedrooms 6
6 bathrooms
Sleeps 16 16
Min stay varies

Ask about children
Air conditioning

$960

from $960 / night

Inquire

1 / 37

Sea Fox: Custom-designed home with rights to private Coffins Beach

Gloucester House

4 bedrooms 4
3 bathrooms
Sleeps 8 8
Min stay varies

Ask about children
Air conditioning

$550

from $550 / night

Inquire

1 / 17

Cool Cove: Wingaersheek Beach plus your own private beach & all those views!

Gloucester House

4 bedrooms 4
3 bathrooms
Sleeps 8 8
Min stay varies

Ask about children

$1275

from $1275 / night

Inquire

1 / 28

Two Beaches: Immaculate single-level 3BR between Long Beach & Good Harbor

Gloucester House

3 bedrooms 3
2 bathrooms
Sleeps 8 8
Min stay varies

Ask about children

$408

from $408 / night

Inquire

1 / 27

Seaside House: Good Harbor Beach and the Back Shore right outside

Gloucester House

4 bedrooms 4
3 bathrooms
Sleeps 10 10
Min stay varies

Ask about children

$910

from $910 / night

Inquire

1 / 19

River Breezes: Direct riverfront with incredible sunsets

Gloucester Cottage

3 bedrooms 3
4 bathrooms
Sleeps 7 7
Min stay varies

Ask about children

$440

from $440 / night

Inquire

1 / 25

Long Beach Place: Just steps from the white sand & surf.

Gloucester Apartment

3 bedrooms 3
3 bathrooms
Sleeps 8 8
Min stay varies

Ask about children
Air conditioning

$583

from $583 / night

Inquire

1 / 34

Rosemarc House: 180-degree ocean views & a private beach

Gloucester House

3 bedrooms 3
4 bathrooms
Sleeps 6 6
7 nights min

Ask about children
Air conditioning

$929

from $929 / night

Inquire

1 / 17

Annie's Place: Sweet cottage just 0.2 miles to Plum Cove Beach

Gloucester House

3 bedrooms 3
1 bathroom
Sleeps 6 6
Min stay varies

Ask about children
Pet friendly

$250

Average (1 reviews)

from $250 / night

Inquire

1 / 30

Annisquam Singing Pines: Private riverfront setting & tidal dock.

Gloucester House

5 bedrooms 5
2 bathrooms
Sleeps 10 10
3 nights min

Ask about children

$700

from $700 / night

Inquire

1 / 17

Barlovento, the Spanish name for windward, is also the name of one of Eastern

Gloucester Villa

5 bedrooms 5
6 bathrooms
Sleeps 10 10
Min stay varies

Ask about children

$1195

from $1195 / night

Inquire

1 / 29

Sand Song: Just 1 block to Good Harbor Beach

Gloucester House

4 bedrooms 4
2 bathrooms
Sleeps 10 10
7 nights min

Ask about children
Air conditioning

$572

from $572 / night

Inquire

1 / 26

Oceanside at Good Harbor: Walk 0.2 mi to the white sands of Good Harbor Beach

Gloucester House

5 bedrooms 5
3 bathrooms
Sleeps 9 9
Min stay varies

Ask about children

$1100

from $1100 / night

Inquire

1 / 23

Perrywinkle: Waterfront on Gloucester’s Rocky Neck.

Gloucester House

4 bedrooms 4
2 bathrooms
Sleeps 6 6
3 nights min

Ask about children

$660

from $660 / night

Inquire

1 / 17

Townhouse by the Sea: Close to the white sands and lively surf of Long Beach.

Gloucester House

4 bedrooms 4
3 bathrooms
Sleeps 8 8
7 nights min

Ask about children
Air conditioning

$372

from $372 / night

Inquire

1 / 36

High Rock Cottage: Astounding views from every angle!

Gloucester House

6 bedrooms 6
5 bathrooms
Sleeps 10 10
7 nights min

Ask about children

$1100

from $1100 / night

Inquire

1 / 19

Salt Island Views: Walking distance to Good Harbor & Long Beach.

Gloucester House

3 bedrooms 3
2 bathrooms
Sleeps 8 8
Min stay varies

Ask about children

$625

from $625 / night

Inquire

1 / 24

Seacastle: Pet-friendly! Close to Coffin's Beach & Wingaersheek.

Gloucester House

5 bedrooms 5
5 bathrooms
Sleeps 8 8
7 nights min

Ask about children
Pet friendly

$643

from $643 / night

Inquire

1 / 35

Strawberry Cove House: Multi-level waterfront home

Gloucester House

4 bedrooms 4
3 bathrooms
Sleeps 10 10
Min stay varies

Ask about children

$750

from $750 / night

Inquire

1 / 33

Ships Bell: Water views, fantastic sunsets & a swimming quarry

Gloucester House

3 bedrooms 3
2 bathrooms
Sleeps 6 6
Min stay varies

Ask about children
Air conditioning

$458

from $458 / night

Inquire

1 / 23

Eastern Point on the Sea: Water views, private beach and gorgeous sunrises

Gloucester House

4 bedrooms 4
3 bathrooms
Sleeps 7 7
Min stay varies

Ask about children
Pet friendly

$840

from $840 / night

Inquire

1 / 31

Wonson Cove House: Rocky Neck, Eastern Point and Beaches

Gloucester House

4 bedrooms 4
3 bathrooms
Sleeps 10 10
Min stay varies

Ask about children
Pet friendly

$646

from $646 / night

Inquire

Your search has been expanded 3.9 miles to include more rentals

1 / 23

Sage Hill: Easy access to both Gloucester & Rockport

Rockport House - 2.8 miles away

4 bedrooms 4
3 bathrooms
Sleeps 8 8
Min stay varies

Ask about children
Pet friendly

$438

from $438 / night

Inquire

1 / 46

Directly on Long Beach Rockport MA

Rockport House - 3.3 miles away

4 bedrooms 4
3 bathrooms
Sleeps 14 14
Min stay varies

Beach/lakeside relaxation
Nearest beach 0 mi
Child friendly

“The house was beautiful, well kept, maintained and in a terrific location!!! It had everything a vacationer would need and want for a relaxing time. My family and I look forward to making this home an annual vacation spot...”

- Review left on 08/29/2016

$250

Excellent (3 reviews)

from $250 / night

Book

1 / 26

Ocean Front Cottage on Scenic Long Beach

Rockport Cottage - 3.3 miles away

4 bedrooms 4
2 bathrooms
Sleeps 10 10
3 nights min

Beach/lakeside relaxation
Nearest beach 0 mi
Child friendly

“This is a home that provides all you need for a wonderful vacation seaside. It has a peaceful and serene quality to it by virtue of its location and decor. Bedrooms are spacious and modern and the living space is open and comfortable. Most necessary...”

- Review left on 06/15/2016

$200

Excellent (5 reviews)

from $200 / night

Book

1 / 21

Sea Vagabond: Amazing water views & close to Long Beach

Rockport House - 3.4 miles away

3 bedrooms 3
2 bathrooms
Sleeps 9 9
Min stay varies

Ask about children
Pet friendly

$235

from $235 / night

Inquire

1 / 24

Rockport Village House: 3 floors of bright and sunny living space

Rockport House - 3.7 miles away

3 bedrooms 3
3 bathrooms
Sleeps 8 8
Min stay varies

Ask about children

$400

from $400 / night

Inquire

1 / 38

Point de Chene: Direct waterfront historic home with incredible views

Rockport House - 3.8 miles away

5 bedrooms 5
4 bathrooms
Sleeps 12 12
Min stay varies

Ask about children
Pet friendly

$780

from $780 / night

Inquire

1 / 35

The Cable House: High-end oceanfront family home, 1/10 mi to Cape Hedge Beach

Rockport House - 3.8 miles away

3 bedrooms 3
3 bathrooms
Sleeps 7 7
Min stay varies

Ask about children
Pet friendly

$851

from $851 / night

Inquire

1 / 25

The Robert House: 4 bedroom Rockport village house, sleeps 7

Rockport House - 3.9 miles away

4 bedrooms 4
1 bathroom
Sleeps 7 7
Min stay varies

Ask about children

$300

from $300 / night

Inquire

1

This is the estimated nightly price based on a weekly stay. Contact the advertiser to confirm the price - it varies depending on when you stay and how long for.

This is the estimated nightly price based on a weekly stay.

This is the total cost of the stay for the dates and number of guests that you entered.

This price is an estimate based on the latest rate information available to us. Contact the advertiser to ask for the exact price, including any additional fees.

Rates for this rental are unknown, please contact the homeowner to confirm the rate.

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