Vacation rentals in Guilford

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Top-rated holiday rentals in Guilford

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

Guest favourite
Cottage in Guilford
Luxury cottage by the sea with hot tub and pool
We built this guest cottage to provide an ultimate luxury experience for people wanting to escape from hectic life!With incredible coastal views, this home is a haven of tranquility. It sits on a special stretch of the Connecticut coast, with spectacular bird and wild life-watching year-round. Enjoy great shopping in Guilford's boutiques around the historic town green. Watch the sun set over the water and relax in the hottub for some night time star gazing year round (pool open June-beg/mid Oct)
2–9 Jan
$697 NZD per night
4.96 out of 5 average rating, 156 reviews
Guest favourite
Cottage in Guilford
Charm + location. Walk to beach, town, & harbor.
We are sharing our "happy place". Cozy, family-friendly cottage has everything you need to enjoy a lovely vacation in a quintessential New England town. Ideally located between Guilford's famous green, gorgeous harbor and town beach, easily walk everywhere. High-season/weekend rate reflected in general view--check for actual. Recommended for groups of up to 4 (5 if with kids). Second bedroom (king) is open to living area-we provide a folding screen for door area and curtain for “passthrough”.
6–13 Feb
$556 NZD per night
4.93 out of 5 average rating, 241 reviews
Guest favourite
Apartment in Guilford
Guilford Guest House- private studio apartment
Quintessential New England shoreline town. Arrive by Car, Train or by boat and walk from the marina to our guest house. (Inquire) Walk to the Guilford Green, Town Dock, Jacobs Beach along with over a dozen restaurants, pubs, coffee shops, gift & clothing shops. Hiking trails . Please review my extensive guide book of Guilford and the surrounding areas. Walking access to the Shoreline East train to surrounding Local towns or transfer to Metro north and Amtrak to NYC & Boston all without a car.
4–11 Nov
$314 NZD per night
4.98 out of 5 average rating, 247 reviews

Popular amenities for Guilford holiday rentals

Stay near Guilford's top sights

Jacobs Beach17 locals recommend
The Place Restaurant31 locals recommend
Shoreline Diner & Vegetarian Enclave12 locals recommend
Bishop's Orchards Farm Market & Winery57 locals recommend
Guilford Town Green22 locals recommend
Guilford Mooring18 locals recommend

Other great holiday rentals in Guilford

Guest favourite
Guest suite in Guilford
Old Salt Oasis: serene, spacious, pets welcome!
16–23 Apr
$359 NZD per night
4.93 out of 5 average rating, 73 reviews
Guest favourite
Home in Guilford
Coast and Country Private Estate
21–28 Aug
$1,016 NZD per night
5.0 out of 5 average rating, 6 reviews
Guest favourite
Apartment in Guilford
The Leete House a taste of Historic Guilford
16–23 Jan
$576 NZD per night
5.0 out of 5 average rating, 27 reviews
Guest favourite
Home in Guilford
Coastal Farmhouse walking distance to town
17–24 Apr
$1,107 NZD per night
5.0 out of 5 average rating, 35 reviews
Guest favourite
Guesthouse in Guilford
Guilford Lakes Cottage, with hot tub and fire pit.
8–15 Jul
$552 NZD per night
4.99 out of 5 average rating, 75 reviews
Guest favourite
Home in Guilford
The Osprey Nest w/views of Long Island Sound
24–31 Mar
$750 NZD per night
5.0 out of 5 average rating, 11 reviews
Guest favourite
Tiny home in Guilford
Seagrass Bungalow
16–23 Jan
$511 NZD per night
4.95 out of 5 average rating, 43 reviews
Guest favourite
Cottage in Guilford
Direct Shoreline Long Island Sound Waterfront
3–10 Jan
$1,272 NZD per night
4.96 out of 5 average rating, 71 reviews
Guest favourite
Yurt in Guilford
Hartwoods Yurt
10–17 Jul
$423 NZD per night
4.9 out of 5 average rating, 99 reviews
Guest favourite
Apartment in Guilford
Historic 2 bdrm apartment in downtown Guilford
1–8 Apr
$609 NZD per night
5.0 out of 5 average rating, 34 reviews
Superhost
Guesthouse in Guilford
Charming Bungalow walk to beach and town
25 Oct – 1 Nov
$205 NZD per night
4.84 out of 5 average rating, 38 reviews
Guest favourite
Guest suite in Guilford
Guilford Shoreline Getaway
13–20 Aug
$360 NZD per night
4.87 out of 5 average rating, 67 reviews

Quick stats about holiday rentals in Guilford

Total rentals

100 properties

Wi-Fi availability

100 properties include access to Wi-Fi

Rentals with dedicated workspaces

60 properties have a dedicated workspace

Pet-friendly rentals

30 properties allow pets

Family-friendly rentals

60 properties are a good fit for families

Total number of reviews

5.3K reviews

Destinations to explore

  1. Airbnb
  2. United States
  3. Connecticut
  4. New Haven County
  5. Guilford