Beach house vacation rentals in Gloucester

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Top-rated beach house rentals in Gloucester

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Guest favorite

Home in Gloucester

4.99 out of 5 average rating, 155 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.

Dec 6 – 13

G$112,536 GYD per night

Guest favorite

Home in Marblehead

4.91 out of 5 average rating, 172 reviews

Bungalow in Downtown Marblehead

Situated between Downtown Marblehead and Historic District. Park your car (or two!) and walk anywhere you need to go. Around the corner from Starbucks & walking distance to many restaurants and shops. Stroll to Maddie’s, The Barnacle, Cafe Italia, 5 Corners, BYC without a worry. If the harbor is your thing, Crocker Park & Landing are 15 mins away. Our place is perfect for small families, friends, solo travelers and people on business. Stay all weekend or stay all summer! Se Habla Espanol

Jan 20 – 27

G$30,156 GYD per night

Guest favorite

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.

Apr 3 – 10

G$66,142 GYD per night

Guest favorite

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.

Jan 15 – 22

G$107,749 GYD per night

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.

Mar 8 – 15

G$20,333 GYD per night

Guest favorite

Home in Marblehead

4.98 out of 5 average rating, 187 reviews

Authentic Rustic Single Family Home in Old Town

Restored 1800's little single family home. Cozy, clean and artistically renovated to retain authenticity. Located in Old Town - walk to everything! Back yard patio with BBQ, perfect for morning coffee. Off street Parking! 4.6 miles to salem witch museum. Boston is 19 miles. Starbucks is a 2 minute WALK. Explore our little town and fall in love. Please this is not a party house. It is in a tiny little neighborhood. Quiet time 10pm - 8am. I want my precious home back in clean condition. Thx

Dec 10 – 17

G$62,743 GYD per night

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.

Apr 20 – 27

G$80,898 GYD per night

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.

Sep 6 – 13

G$47,732 GYD per night

Guest favorite

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.

Apr 8 – 15

G$30,774 GYD per night

Guest favorite

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.

Mar 4 – 11

G$75,593 GYD per night

Guest favorite

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.

Jan 26 – Feb 2

G$49,261 GYD per night

Guest favorite

Home in Beverly

4.91 out of 5 average rating, 116 reviews

Historic New England Arts & Crafts home

Beautiful arts & crafts home in quiet residential neighborhood. Original woodwork throughout with full kitchen . Loads of character and charm, with plenty of room to relax and stretch out. Five minute walk from downtown shops, restaurants, and theaters/concert venues. Ocean is visible from upstairs, or 10 minute walk. 10 minute drive to Salem Common, 40 minute drive or train to Boston (10 minute walk). Offstreet parking in our driveway will hold 3 cars.

Jan 10 – 17

G$86,419 GYD per night