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Compare 550 Vacation Homes in Gloucester with updated reviews, rates, and availability.

Entire Home 2BR 2BTH Quite Area with parking

10.0 out of 10, Exceptional, (1)
"The Quiet Single Family House was the perfect place to stay for our group of a mom and 3 college-aged girls. We had plenty of space, the home was very clean and comfortable, and we were central to everything we wanted to do in the area. The neighborhood was peaceful and it wasn’t far to restaurants and grocery stores. The homeowner was a great source of information on things to do in the area as well as very responsive to any questions I had. I’d definitely rent from her again. We had a...
Entire Home 2BR 2BTH Quite Area with parking

Odysea: Walk Boardwalk, 2 Garages, Modern Kitchen, Fast WiFi, Smart TV, Central Heat

9.0 out of 10, Wonderful, (28)
"A very well kept and compact little apartment. Well stocked with everything (except they forgot dishwasher soap on this occasion). Two issues: the stairs up to the loft were fine for us, but might be difficult for anyone with walking issues. And the heating system was a bit of a mess. Upstairs roasted, while the downstairs main room was chilly, and the downstairs bedroom became a sauna if you closed the door. But for most people I'm sure this is not a winter time rental!"
Odysea: Walk Boardwalk, 2 Garages, Modern Kitchen, Fast WiFi, Smart TV, Central Heat

Sweeping saltmarsh & river views, birdwatching, great restaurants, cozy peace.

10.0 out of 10, Exceptional, (19)
"House is so charming and comfy! Well-equipped kitchen for meals in"
Sweeping saltmarsh & river views, birdwatching, great restaurants, cozy peace.

Leslie's Retreat: Spacious home ideally located to everything

10.0 out of 10, Exceptional, (225)
"Home was perfect for our family get together. Location was super close to downtown shops and tours. Plenty of towels and blankets. Lots of hot water for our group of 10. We had 3 vehicles and had a pretty easy time street parking one. Check in email was detailed and helpful. Check out process was simple, for which we were very grateful. Great stay overall!"
Leslie's Retreat: Spacious home ideally located to everything

Plovers Nest: Perfect Couple Retreat: Gas Fireplace, Sunset water views! Smart TVs, Fast WiFi

10.0 out of 10, Exceptional, (57)
"Beautiful location. Nicely appointed space. Sunsets are spectacular. "
Plovers Nest: Perfect Couple Retreat: Gas Fireplace, Sunset water views! Smart TVs, Fast WiFi

2 Bed/2 Bath Private Beach House One Block from the ocean.

2 Bed/2 Bath Private Beach House One Block from the ocean.

Hampton Beach Cottage - River/Beach 2 Block Walk

9.2 out of 10, Wonderful, (20)
"Thanks so much, stay was great and cottage was just what we needed. Great location!"
Hampton Beach Cottage - River/Beach 2 Block Walk

Beach Life Bliss - steps to the beach

9.8 out of 10, Exceptional, (26)
"Quick weekend trip to see our daughter in college. Beautiful little cottage and communication was great. Very clean and cozy"
Beach Life Bliss - steps to the beach

Spacious and Charming 6-Bed Beach House in Salisbury

Spacious and Charming 6-Bed Beach House in Salisbury

Classic charmer near the coast with with a firepit, outdoor shower, & beach gear

9.8 out of 10, Exceptional, (31)
"We visited Gloucester with our 3 adult children and the 5 of us had plenty of space in this great home. Walking distance to great lobster, coffee shops and bakeries. "
Classic charmer near the coast with with a firepit, outdoor shower, & beach gear

3-bedroom Beachhouse in wonderful Hampton NH with WiFi

3-bedroom Beachhouse in wonderful Hampton NH with WiFi

Charming 3-bedroom townhome in Marblehead 3 miles to Salem 14 miles to airport

Charming 3-bedroom townhome in Marblehead 3 miles to Salem 14 miles to airport

NEWLY Renovated Luxury Home, Walk To Town & Beach. 5 Bedroom, 3.5 Bath + Office.

9.8 out of 10, Exceptional, (19)
"Everything was great. The host warned us that the drive way will only fit 4 cars comfortably, but we were able to fit 6 cars with plenty of room to spare. Perhaps there may be problems if there were big snow banks. "
NEWLY Renovated Luxury Home, Walk To Town & Beach. 5 Bedroom, 3.5 Bath + Office.

Seaside retreat: Steps to beach, board walk. 3 car parking, deck, BBQ.

2.0 star property
10.0 out of 10, Exceptional, (4)
"We spent a long weekend at the seaside retreat and even though it was January we had some mild temps and were able to take some nice walks with our dog on the beach. The house was immaculate when we arrived, maybe the cleanest rental I’ve ever stayed in! The bathrooms are huge and the bedrooms were just right. Everyone seemed very happy with their beds, I can vouch that the master was very comfortable and I’m kind of picky about beds. The living room was perfect for hanging out in the...
The price is SAR 881
SAR 2,023 total
includes taxes & fees
23 Mar - 24 Mar
Seaside retreat: Steps to beach, board walk. 3 car parking, deck, BBQ.

Champaine Beach House - North Beach views in Hampton

9.6 out of 10, Exceptional, (19)
"We loved our stay at the Champaine House! The space was welcoming with stunning views front and behind of the marsh. We were very comfortable sleeping 6 - 8 and the main level was great for hanging, cooking, and people watching. Hope to be back again! "
Champaine Beach House - North Beach views in Hampton

Beach House, Walking distance to downtown!

10.0 out of 10, Exceptional, (51)
"Lovely, clean, comfortable. Great beach access. Both Larissa and Steve were responsive and helpful. Would not hesitate to return. "
Beach House, Walking distance to downtown!

Massachusetts Abode w/ Deck & Grill: Near Beaches!

10.0 out of 10, Exceptional, (9)
"My husband, sister, and brother in law and I stayed here for 3 nights and were very pleased. The house was cozy and in a peaceful neighborhood. We loved staying here however the water does take a while to heat up and the shower water pressure was very low. Minor details but overall recommended. "
Massachusetts Abode w/ Deck & Grill: Near Beaches!

3BR/2 BA Harborside Home · Fenced Backyard+Grill · Ocean Views

9.8 out of 10, Exceptional, (30)
"Our family stayed over Christmas. The house was a perfect size. The kitchen is well stocked for cooking. The location is perfect for walking along the waterfront. The location also provides easy access to stores and restaurants in Gloucester."
The price is SAR 670
SAR 1,829 total
includes taxes & fees
26 Mar - 27 Mar
3BR/2 BA Harborside Home · Fenced Backyard+Grill · Ocean Views

Two-story riverfront retreat with a furnished deck, views, & washer/dryer

8.8 out of 10, Excellent, (8)
"We were looking for a place with 4 rooms that weren't super crowded and had enough places to park and we came across this listing. It's a bit "Harry Potter" like, in a sense that it has corridors and rooms that connect up and down from different directions and It's very cool. I love that the living room area has a high ceiling and is open to the 2nd floor so you don't feel crowded at all even if everyone is in the same living room. Before getting there, google map said it would be a 15 minute...
Two-story riverfront retreat with a furnished deck, views, & washer/dryer

Updated 1930s cottage with great deck - 2 blocks to beach, dining & shopping

9.4 out of 10, Exceptional, (38)
"Perfect time of year to go!! Very comfortable and quiet!! Next year? Yes!!"
Updated 1930s cottage with great deck - 2 blocks to beach, dining & shopping
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Gloucester

Beach Life Bliss - steps to the beach

9.8 out of 10, Exceptional, (26)
"Quick weekend trip to see our daughter in college. Beautiful little cottage and communication was great. Very clean and cozy"
Beach Life Bliss - steps to the beach

Luxury 1900's romantic retreat steps from the beach - King Suite!

9.8 out of 10, Exceptional, (37)
"much needed respite!"
Luxury 1900's romantic retreat steps from the beach - King Suite!

Good Harbor Beach House - walk to beach, close to restaurants and shopping!

10.0 out of 10, Exceptional, (195)
"This house served as a lovely place for our family to gather for a christmas dinner. The house had good amenities. Everyone loved the location and distance to nearby Good Harbor beach was a plus even in the winter cold. local road needs work, cars all bottomed out on the road. Thank you for hospitality. "
Good Harbor Beach House - walk to beach, close to restaurants and shopping!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.