Beach house vacation rentals in Gloucester

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Top-rated beach house rentals in Gloucester

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Top guest favorite

Home in Annisquam

4.94 out of 5 average rating, 34 reviews

Private Beach!

Private Beach Dream vacation! No dealing with big crowds and parking fees to be at the beach! Step out to a sandy beach right in front of the comfort of your beautiful Coastal House. When you are on vacation you want to feel in paradise and that is how you will feel at this house! The house offers 3 bedrooms, 1 full bathroom, laundry, fully equipped kitchen and living room that walks out to an amazing water view deck and parking for 2 cars. I forgot to mention the most incredible sunsets ever!

Guest favorite

Home in Rockport

5 out of 5 average rating, 12 reviews

Cottage at Back Beach

Ocean Views in this Charming 2 bedroom Cottage. The property has a wonderful open kitchen and dining room that gives way to an ocean facing patio. Great views from this Back Beach Cottage. Two bedrooms, one with en-suite bathroom, the other with two single beds. Wonderful location - directly across the street from the Back Beach, a 5 minute walk to downtown Rockport, and the Shalin Liu performing arts center, galleries and coffee shops. This is the front cottage of a two cottage property.

Guest favorite

Home in Annisquam

5 out of 5 average rating, 7 reviews

Stroll to SeaView/Beach; Great Yard

The Ledge House is an idyllic retreat nestled in the heart of Gloucester's charming Bay View village. The historic farmhouse offers a taste of mid-19th-century charm, within step of the ocean. With private beaches, tennis courts, a playground, and access to an island via a granite causeway, there's no shortage of activities to enjoy during your stay. Enjoy the peaceful ambiance of the well-groomed yard with flower gardens and a dining area. It's the perfect place to unwind and recharge.

Top guest favorite

Home in Hampton Beach

4.96 out of 5 average rating, 286 reviews

2 Bedroom Beach Bungalow, Steps from the Beach!

Located at the Island Section of the beach steps from the ocean and a short walk to the Boardwalk. It is a 2-bedroom cottage for a maximum of 4 guests with 2 parking spaces. Included with your rental are bed linens, bath towels, beach towels, beach chairs, cooler and umbrella. The owners occupy this property and are easily available. There is NO smoking, NO pets and quiet time is from 11pm - 7am We prefer to rent to families and older adults. Contactless Check-In Year Round Availability

Guest favorite

Home in Rockport

4.89 out of 5 average rating, 35 reviews

Front Beach House Getaway!

Just steps from Front Beach, our delightful home is beautifully appointed with modern amenities to ensure your stay is as comfortable as possible. Enjoy the fully equipped Chef's kitchen, central AC, backyard with charcoal BBQ, 60" HD TV with Bluetooth Vizio speaker, washer/dryer, highspeed WIFI & internet, Chrome Box PC, 2 car garage & 1 car driveway. Whether you're here for a romantic getaway, a family vacation, or a retreat with friends, our Rockport home is the ideal destination!

Guest favorite

Home in Gloucester

4.97 out of 5 average rating, 130 reviews

Harbor View Walk to Beach & Town, 6Guests KingBeds

Spectacular Gloucester home on Cape Ann. Walk to Stage Fort Park & local beaches right across the street. Gloucester center is about 1 mile. On the way to town, walk by beaches & the park with waterfront tennis & bocce ball courts, plus a great water view playground and playing fields. Just beyond the park is famous Stacy Boulevard with the Fisherman's Memorial Monument along the waterfront. There are beautiful white sandy beaches (Good Harbor, Wingaersheek, Singing, & Crane's Beach).

Top guest favorite

Home in Gloucester

5 out of 5 average rating, 12 reviews

Waterfront 4 bed/2 bath-Stunning Annisquam Sunsets

Waterfront Paradise! Sweeping ocean river views & gorgeous sunsets! Swim, paddle board or watch the tides come and go on the private dock and raft. Enjoy a book, nap or meal on the screened-in porch or patio. Bring your own boat and cruise the day away. Close to beaches - Stage Fort (5 min) and Good Harbor (12 min) as well as cafes, shops and nightlife in town center (10 min).

Top guest favorite

Home in Rye

4.98 out of 5 average rating, 311 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.

Superhost

Home in Gloucester

4.67 out of 5 average rating, 3 reviews

Beach Gem

Vacation time? This beach gem awaits you! Be surrounded by rich history, enjoy absolutely gorgeous views, a baseball field, tennis court, Half-Moon Beach and Cressy's Beach, and Gloucester's attractive Stacy Boulevard only steps away! You're also a stroll away from shops, restaurants, stores, and other fun locations that your whole family will love! Enjoy seasonal live entertainment and watch fireworks displays over the water without ever leaving home!

Guest favorite

Home in Derry

4.83 out of 5 average rating, 138 reviews

Beautiful Lakefront Vacation

Historic home , built 200 years ago. Home is totally powered w/ solar energy. Bright sunny, country style w/ lots of wood, tile, granite counters & European kitchen. Noodles the cat to greet you Large 30 foot deck , gas grill and patio umbrella & seating for outdoor dining. Accommodations on lake side include fire pit, kayak, canoe, paddleboards PFD's, picnic tables, chairs, hammock w/beautiful view. A small slice of heaven!

Superhost

Home in Rockport

4.85 out of 5 average rating, 48 reviews

4BR Oceanfront Rockport Vacation on Long Beach!

KEY FEATURES: ☀Beach gear available to guests ☀Outdoor shower ☀Oceanfront property- open the sliders to the waves! ☀BBQ Grill, perfect for a meal by the ocean ☀Less than 5 miles from all the shops and restaurants of Rockport's iconic Bearskin Neck ☀A 10 minute drive to all the attractions of Downtown Gloucester ☀Hi-speed WiFi ☀Free washer/dryer ☀Fully equipped + stocked kitchen ☀4 bedrooms and 2 full bathrooms

Guest favorite

Home in Salisbury

5 out of 5 average rating, 6 reviews

Beachfront Bungalow | Fire Pit | Private Balcony

Welcome to your perfect coastal getaway! This beautifully appointed 2-bedroom, 1-bath townhome is just steps from the beach in charming Salisbury, MA. Enjoy tranquil waterfront views and direct beach access in a home designed for comfort and convenience. Whether you’re here for a summer retreat or a peaceful off-season escape, this home offers the perfect setting for relaxation by the water.