Holiday rentals in Gloucester

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Gloucester

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favourite
Cottage in North
The Nook; Peaceful 2 bedroom cottage by the bay
Relax or go-for-it! The Nook is a stylish cozy cottage with great indoor/outdoor space. With water view and access including pier and boat ramp enjoy your coffee on the deck before taking to the water in one of the two kayaks or canoe or enjoying a bike ride (4 available) to get up close with nature. Catch fish, crabs or just a sunburn while enjoying time on the water. When ready there's plenty of shopping, eating and beaching to do in nearby towns! All topped off with a sunset over the water!
30 Dec – 6 JanIndividual Host,
£178 per night
4.95 out of 5 average rating, 109 reviews
Guest favourite
Flat in North
Little Cove Cottage, Mathews
Little Cove Cottage: a charming studio in Mathews County with private entrance. Mathews is a rural town with several beautiful beaches close by and many areas to access the water. This apartment offers a small water view of the North River, with a pier and boat ramp just 400 yards away. Bring your Kayaks or use ours. . We are just minutes away from the Mobjack and Chesapeake Bays. Mathews is home to great restaurants with fresh seafood. We also have a wonderful farmer's market. Come enjoy!
29 Nov – 6 DecIndividual Host,
£99 per night
4.97 out of 5 average rating, 185 reviews
Guest favourite
Flat in Williamsburg
The Nook
Enjoy a getaway in this cozy 1 bedroom apartment attached to a classic 1940s Cape Cod home minutes from Colonial Williamsburg and Jamestown. You'll be within biking distance to many local attractions such as Williamsburg Winery, Jamestown Island, Jamestown Settlement, Jamestown Beach, and Billsburg Brewery. Busch Gardens & Water Country are a 15 minute drive. The Nook was completely refinished in 2020. Need more space or traveling with a group? Inquire about our other units.
30 Oct – 6 NovIndividual Host,
£95 per night
4.83 out of 5 average rating, 354 reviews

Popular amenities for Gloucester holiday rentals

Stay near Gloucester's top sights

Walmart Supercenter9 locals recommend
Short Lane Ice Cream Co15 locals recommend
Olivia's In the Village18 locals recommend
Damon & Company4 locals recommend
Courthouse Restaurant7 locals recommend
Patriots Grill3 locals recommend

Other great holiday rentals in Gloucester

Guest favourite
Home in Gloucester
Charming Cottage Historic Gloucester Main Street
3–10 JunIndividual Host,
£148 per night
4.95 out of 5 average rating, 43 reviews
Guest favourite
Flat in Gloucester
Eclectic and Cozy Apartment
29 Aug – 5 SeptIndividual Host,
£105 per night
4.95 out of 5 average rating, 20 reviews
Guest favourite
Campervan/Motorhome in Gloucester County
Relaxing Camper at the end of the peninsula
3–10 AugIndividual Host,
£59 per night
4.85 out of 5 average rating, 71 reviews
Guest favourite
Home in Gloucester
Welcome to this Waterfront Home with Amazing Views
30 Dec – 6 JanIndividual Host,
£163 per night
5.0 out of 5 average rating, 39 reviews
Guest favourite
Home in North
The Llama House
19–26 OctIndividual Host,
£106 per night
5.0 out of 5 average rating, 34 reviews
Guest favourite
Guest house in Gloucester
Creekside Guesthouse - Dock and Pool on 10 acres
17–24 SeptIndividual Host,
£151 per night
5.0 out of 5 average rating, 95 reviews
Guest favourite
Home in Gloucester
Refresh on the Riverfront
2–9 NovIndividual Host,
£159 per night
4.92 out of 5 average rating, 49 reviews
Guest favourite
Home in Gloucester Point
Charming coastal home w/ outdoor area and river views
18–25 NovIndividual Host,
£146 per night
4.98 out of 5 average rating, 62 reviews
Guest favourite
Farm stay in Gloucester
Historic Farmhouse. Peace & Quiet on 5 acres
24 Apr – 1 MayIndividual Host,
£263 per night
4.87 out of 5 average rating, 63 reviews
Guest favourite
Home in Gloucester
A "Bitt of Home" in the heart of Gloucester.
7–14 SeptIndividual Host,
£156 per night
4.97 out of 5 average rating, 34 reviews
Guest favourite
Guest house in Gloucester County
Moody Cabin /Amazing view / Hot Tub / Tile Shower
14–21 SeptIndividual Host,
£202 per night
4.97 out of 5 average rating, 74 reviews
Guest favourite
Home in Mathews
Virginia is for Lover’s Lane
23–30 JulIndividual Host,
£108 per night
4.88 out of 5 average rating, 16 reviews

Destinations to explore

  1. Airbnb
  2. United States
  3. Virginia
  4. Gloucester County
  5. Gloucester