Guilford Holiday Rentals

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Check prices for these dates

In two weeks
20 Mar - 22 Mar
In two months
1 May - 3 May
In three months
29 May - 31 May
In four months
26 Jun - 28 Jun

Our top choices for Guilford holiday rentals

View from property

Cabin in East Haddam

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
2.0 star property
9.6 out of 10, Exceptional, (121 reviews)
"Staff was sooo helpful that stood out the most honestly I loved it I’ll book again definitely "
United States
Aliah
The price is HK$853
HK$1,340 total
includes taxes & fees
11 Mar - 12 Mar
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
Beach nearby

Apartment in Old Lyme

The Stern at Soundview · Beach+Ocean+Sunrise
10.0 out of 10, Exceptional, (3 reviews)
"I had a great experience staying at The Stern! I enjoyed celebrating my weekend there! "
United States
Lylian
The price is HK$785
HK$1,738 total
includes taxes & fees
4 Mar - 5 Mar
The Stern at Soundview · Beach+Ocean+Sunrise

Apartment in East Rock

Casa Soleada in Heart of East Rock 3BR | Cozy King Bed | Near DT/Yale
9.8 out of 10, Exceptional, (10 reviews)
"Beautiful and spacious home in lovely neighbourhood. We so enjoyed our brief stay. "
Australia
Nina
The price is HK$1,408
HK$3,373 total
includes taxes & fees
4 Mar - 5 Mar
Casa Soleada in Heart of East Rock 3BR | Cozy King Bed | Near DT/Yale
Smart TV, fireplace, books, music library

Apartment in Haddam

Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown
10.0 out of 10, Exceptional, (28 reviews)
"Wonderful home"
United States
Glenna M.
The price is HK$978
HK$1,979 total
includes taxes & fees
10 Mar - 11 Mar
Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown
Free WiFi, bed sheets

Cottage in Greenport

North Fork Cottages & RV Resort
3.0 star property
8.6 out of 10, Excellent, (11 reviews)
"great place to stay, clean and quiet....loved it"
United States
Darlin
The price is HK$1,886
HK$2,155 total
includes taxes & fees
1 Apr - 2 Apr
North Fork Cottages & RV Resort
1 bedroom, desk, iron/ironing board, WiFi

Apartment in Dwight

One bedroom apartment in United States of America, New Haven
The price is HK$743
HK$1,596 total
includes taxes & fees
15 Mar - 16 Mar
One bedroom apartment in United States of America, New Haven
Private kitchen

Holiday Home in The Hill

Cozy Room in charming New Haven near Yale/Hospitals!
10.0 out of 10, Exceptional, (1 review)
"Super great communication and help getting situated in the room!"
United States
Glenn
The price is HK$563
HK$1,209 total
includes taxes & fees
4 Mar - 5 Mar
Cozy Room in charming New Haven near Yale/Hospitals!
Smart TV, books

Holiday Home in Old Lyme

Rogers Lake House (87) · CT College+Beach+USCGA
10.0 out of 10, Exceptional, (5 reviews)
"Communication was excellent. "
United States
Katy C.
The price is HK$1,108
HK$3,692 total
includes taxes & fees
4 Mar - 5 Mar
Rogers Lake House (87) · CT College+Beach+USCGA
TV, offices

Apartment in East Rock

PinkN'Peachy: East Rock 5 Mins from DT|Yale 5 beds
10.0 out of 10, Exceptional, (4 reviews)
"The house was super clean and perfect for a larger group. Also, the location was convenient to nearby attractions."
United States
Luke B.
The price is HK$1,408
HK$3,373 total
includes taxes & fees
4 Mar - 5 Mar
PinkN'Peachy: East Rock 5 Mins from DT|Yale 5 beds
TV

Holiday Home in Wallingford Center

Once the old Schools house now a newly furnished Apartment
9.0 out of 10, Wonderful, (13 reviews)
"Excellent option for a short stay near the heart of it all in Wallingford."
United States
Jeanette W.
The price is HK$989
HK$2,327 total
includes taxes & fees
11 Mar - 12 Mar
Once the old Schools house now a newly furnished Apartment
Exterior

Apartment in Wallingford Center

All New 1BR with tons of Charm
9.8 out of 10, Exceptional, (8 reviews)
"Charming, unique, and very comfortable. Would surely stay again. "
United States
David S.
The price is HK$989
HK$2,366 total
includes taxes & fees
4 Mar - 5 Mar
All New 1BR with tons of Charm
Exterior

Holiday Home in Middletown

Family Stays: Middletown, CT
10.0 out of 10, Exceptional, (22 reviews)
"A truly wonderful experience! The host and home were amazing and we’ll definitely be staying here again!"
United States
Harmony R.
The price is HK$899
HK$1,746 total
includes taxes & fees
17 Mar - 18 Mar
Family Stays: Middletown, CT
Desk, iron/ironing board, WiFi, bed sheets

Apartment in Dwight

Yale Casa Verde Studio
9.6 out of 10, Exceptional, (10 reviews)
"Had a great stay!"
United States
Jeffrey C.
The price is HK$743
HK$1,611 total
includes taxes & fees
4 Mar - 5 Mar
Yale Casa Verde Studio
Lobby

Apartment in West New Haven

Spacious Victorian Loft
9.6 out of 10, Exceptional, (21 reviews)
"Nicely renovated place with new everything. "
United States
Brad W.
The price is HK$1,232
HK$2,447 total
includes taxes & fees
4 Mar - 5 Mar
Spacious Victorian Loft
Marina

Holiday Home in Fair Haven

Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.
9.6 out of 10, Exceptional, (15 reviews)
"Had a really nice stay, enjoyed this open airy space with comfortable beds and beautiful light with a view of the river. Very nice time, would stay again."
United States
Brian B.
The price is HK$1,322
HK$2,482 total
includes taxes & fees
9 Mar - 10 Mar
Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.
Fridge, microwave, oven, stovetop

Apartment in Wallingford Center

All New Studio apartment in center of town
10.0 out of 10, Exceptional, (2 reviews)
"I had the most amazing stay. The apartment is decorated beautifully. The bed was comfortable. It was spotless, clean the towels were soft. It was perfect."
United States
Nadine C.
The price is HK$1,080
HK$2,485 total
includes taxes & fees
7 Mar - 8 Mar
All New Studio apartment in center of town
Dining

Holiday Home in Clinton

LONG-TERM Skiing, Tubing 30 mins away and the Ocean 5 mins!
10.0 out of 10, Exceptional, (4 reviews)
"Beautiful home in a quiet neighborhood. We greatly enjoyed staying at Glass House. "
United States
Elya D.
The price is HK$829
HK$3,810 total
includes taxes & fees
4 Mar - 5 Mar
LONG-TERM Skiing, Tubing 30 mins away and the Ocean 5 mins!
Exterior

Apartment in East Haddam

Walk To Goodspeed Opera House!
9.4 out of 10, Exceptional, (34 reviews)
"Place was clean, beds were comfortable. We were only there one night but was well worth it."
United States
Annette L.
The price is HK$1,525
HK$2,423 total
includes taxes & fees
5 Mar - 6 Mar
Walk To Goodspeed Opera House!
Interior

Holiday Home in Middletown

Cozy Guest Suite in Historic Home
10.0 out of 10, Exceptional, (1 review)
"Perfect for a single traveler. Clean, roomy, quaint room. "
United States
Brooke
The price is HK$1,154
HK$1,680 total
includes taxes & fees
8 Mar - 9 Mar
Cozy Guest Suite in Historic Home
1 bedroom, desk, iron/ironing board, travel cot

Cottage in Clinton

1-bedroom cottage with Grove Beach 🏖️ access.
9.6 out of 10, Exceptional, (37 reviews)
"Many local restaurants near by. Christy's for breakfast was very good. "
United States
Benjamin H.
The price is HK$626
HK$1,408 total
includes taxes & fees
4 Mar - 5 Mar
1-bedroom cottage with Grove Beach 🏖️ access.
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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Top Guilford Hotel Reviews

Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

8/10 Good
"Bed was absolutely comfortable! "
Pollyann 3-night trip
Posted 13 hours ago
Holiday Inn Express Southington by IHG

Find out more about Guilford

Search for holiday rentals in Guilford on Expedia! You can easily find your home rentals, villas, holiday apartments in Guilford using one of the methods below:

  • View our selection of featured holiday rentals in Guilford
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  • Enter your travel dates to view the best deals on holiday rentals in Guilford while they last

Look no further and take a look at our great range of rental properties in Guilford!

Frequently asked questions

Can I find a holiday rental in Guilford?

Yes, there are holiday rentals close to the most popular sights in Guilford, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Guilford has a good selection of restaurants. Make sure you have time to check out the sightseeing tours and wineries during your trip.

What are some of the best holiday rentals that Guilford has to offer?

A spacious TREETOPS Reunion/ Retreat/Event venue! Sleeps 10-12. Seasonal POOL!: This highly rated holiday home rental in Guilford is located in the city centre, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a garden and a selection of books so that you can immerse yourself in your holiday.

How many holiday rentals are there in Guilford?

Expedia has 27 holiday rentals for your stay in Guilford.

What’s there to see and do in Guilford?

Cultural attractions include Guilford Art Center and Hyland House Museum, whereas Chaffinch Island State Park and Guilford Town Green are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Stony Creek - Thimble Islands Historic District and Bishops Orchard and Winery.

What’s a holiday rental in Guilford like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Guilford. Holiday rentals provide amenities like kitchens and laundry facilities so your stay will be comfortable. If you're concerned about a clean environment, a holiday rental can offer a sense of seclusion away from public hotel lifts and bustling concierge desks while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular choice for a family trip or a small group gathering.