House holiday rentals in Gloucester

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Top-rated house rentals in Gloucester

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Guest favourite

Home in Gloucester

4.99 out of 5 average rating, 154 reviews

Rocky Neck Retreat 4 Bedroom/2Bath/Kitchen/Laundry

.Relaxing private location .4 beds 2 baths with full kitchen/pans/Dishwasher/Wash/Dryer.Renovated organic design integrates historic architecture with modern touches.If you come for hikes, beach/music/food scene, you will enjoy the Rocky Neck District .The unique home has 4 bedrooms /4 Queen Beds. Speedy WIFI .Parking is up a steep narrow drive . NO trucks or Large SUVs. 2 cars max. Note* Kitchen and LR are upstairs.There are stairs. Contact owner for questions re:parking or limited mobility.

17 – 24 Nov

$6,878 AUD total

Guest favourite

Home in Windham

4.92 out of 5 average rating, 259 reviews

One Level 2 bedroom suite on private cul-de-sac

Welcome to The Sama's Airbnb. Windham was recently named the #1 town in the Granite State. Here, you will enjoy a complete newly renovated private one level 2 bedroom suite complete with full kitchen, cozy living room, 40 inch LED TV with all channels, wifi, washer and dryer, new tennis court, 1/2 basketball court and pickleball, beautifully landscaped grounds on a private cul de sac yet close to Boston, beaches, mountains, shopping, great restaurants, Searles Castle, Canobie, & Tuscan Village.

3 – 10 Apr

$1,878 AUD total

Guest favourite

Home in Framingham

4.96 out of 5 average rating, 130 reviews

2BR—Charming 1900s Home—1st Floor—25min to Boston

Welcome to our Charming 1900s House! 1st Floor 1200sqft Private Rental @ our 3 Rental Property Sleeps 4 Adults/2 Children Features: Kitchen w/ Dishwasher + Essentials & Cookware Bathroom w/ Tub & Shower 2 Queen Bedrooms w/ Memory Foam Mattresses 1 Queen Memory Foam Sofa-Bed 3 Desks & Chairs Private Entrance Driveway Parking Laundry Room in Basement 25 Min Drive to Boston 15 Min Walk to Train 5 Min Walk to Jack's Abby 3 Min Walk to Playground/Park/Tennis Cleaned & Sanitized / COVID Conscious

6 – 13 May

$1,844 AUD total

Guest favourite

Home in Gloucester

4.96 out of 5 average rating, 121 reviews

Booking spring/summer-Overlooking Lobster Cove

Booking spring, summer and fall 2024 now. Water views/access, sunsets above Lobster Cove on Washington St. Ideal for couple, NEW KING BED in master, queen in 2nd. Fast WiFi./TV. Not suitable for young children. Central A/C. 2nd fl unit large windows. Large open living/dining/kitchen area. Comfy new mattresses, 100% cotton sheets,sound machines. Overlooks beautiful Lobster Cove and footbridge. Minutes walk to the village of Annisquam and Lighthouse Beach. Small deck. Swim/kayak out your door.

2 – 9 Apr

$4,107 AUD total

Guest favourite

Home in Ipswich

4.98 out of 5 average rating, 170 reviews

Stagehill Beach House

Cozy year round beach house within 5 min walk to beach and playground. Views of Plum Island, Crane beach, Ipswich River and marsh from every room. Well stocked spacious kitchen, two family rooms, 4 BRs , dining room, deck and screened-in sun porch. Happily welcomes families, wedding guests and friends to enjoy my informal, livable, light infused beach house. Located on Great Neck in historic Ipswich, walk to beaches, 4 miles to the charming downtown and a 15 minute drive to Crane Beach.

21 – 28 Nov

$6,209 AUD total

Superhost

Home in Revere

4.79 out of 5 average rating, 139 reviews

Renovated Cozy City Getaway

Newly renovated cozy 1 bedroom home located on the hills of Beachmont, walking distance from the MBTA train station and Revere Beach. Enjoy sitting on the deck overlooking the Belle Isle Marsh Reservation and Boston Logan Airport in the distance. Take a walk along the beach or take the train into Boston. The location is a 5-10 minute ride to the Airport and a 15 minute train ride to downtown Boston. The unit has new furnishings (2021), modern appliances, and is beautifully decorated.

11 – 18 Nov

$1,288 AUD total

Superhost

Home in Gloucester

4.94 out of 5 average rating, 124 reviews

Wonderful Rocky Neck home on Gloucester harbor

2 Bedroom with Loft, 1 Bathroom fully furnished Home on Gloucester harbor. Dead end street with 3 off street parking spots. Restaurants, local art gallery's, the beach all just a short walk away. Wake up with the sweet smell of ocean air and the sound of seagulls calling. Enjoy your breakfast with a million dollar view on the 4 season porch with 8 sliding windows overlooking the harbor. You could spend hours watching the boats go by as you read a good book with your fur baby on your lap.

7 – 14 Apr

$4,992 AUD total

Superhost

Home in Gloucester

4.8 out of 5 average rating, 137 reviews

Gloucester getaway ocean escape

A completely renovated house that is located close to the commuter rail and within walking distance to many shops, the Marina, and whale watching tours. There are many beaches around this area including the pristine Good Harbor and Wingaersheek Beach. Hammond Castle is a ten minute drive, breweries and deep sea fishing options as well. Rockport is close by with many artisan shops. Guests can spend the afternoon eating fresh seafood at famous Woodman's or taking an Essex River Cruise.

15 – 22 Nov

$2,960 AUD total

Guest favourite

Home in Salisbury

4.86 out of 5 average rating, 160 reviews

Spacious 2 bedrooms waterfront free parking &Wi-fi

Amazing Beach front and ocean front -Full kitchen -2 bedrooms,Spacious living area -1 bathroom -Laundry room -Parking for 2 cars -Towels and linens -Air-condition/heat -Smart TV & free WiFi -Blackout curtains in bedrooms -Condo Sleeps up to 8 people -Room 1 has king bed sleep 2 -Room 2 has 2 full beds sleeps 4 -Living area has 2 couches Trough mid March 2024 We will have light work on the 2nd floor above and Outside siding. Condo Priced well for the inconvenience.

8 – 15 Apr

$1,967 AUD total

Guest favourite

Home in Rye

4.99 out of 5 average rating, 222 reviews

*Beachfront* Vintage Coastal Cottage - Relaxation

It's always about the view and this place will leave you feeling energized and calm. Situated on premium beachfront property, this single family home has luxurious amenities like super plush towels, organic cotton bedding and touches to make your getaway feel that much Take a virtual tour here: https://bit.ly/3vK5F0G We've outfitted it with an extra screen and a setup to get you up and running. Google home and Sonos systems bring this 100 year old beauty into this century.

26 Dec – 2 Jan

$5,609 AUD total

Guest favourite

Home in Rockport

4.97 out of 5 average rating, 282 reviews

Charming Toe-Hold, A Short Walk to Town and Beach

Toe-Hold is a wonderful year-round 1846 home with plenty of rooms, reading nooks and quiet spaces for family and friends of all backgrounds to eat and play together. The gorgeous beaches and picturesque downtown, great restaurants, art galleries and shops for the whole family, are within 10-15 minute walk. Rockport is one of the oldest art colonies in the US, and home to generations of fishermen. Day trips by car or train to Boston and other beautiful historic towns.

26 Jan – 2 Feb

$3,115 AUD total

Superhost

Home in Gloucester

4.9 out of 5 average rating, 105 reviews

Gloucester Beach House, near Good Harbor Beach!

Delightful 4 bedroom cape house, with fabulous covered porch, and a corner, flat yard, welcomes you any season of the year! Well situated less than a half mile behind Good Harbor beach in Gloucester, MA. Rockport's Long Beach also nearby this beachy neighborhood. Private off-street parking for multiple cars, full eat-in, well equipped kitchen, laundry, gas grill, outdoor shower, air conditioners, cable, and WiFi round out this cozy well decorated home!

9 – 16 Dec

$2,873 AUD total