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Guilford Holiday Rentals

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Holiday Rentals in Guilford

A TREETOPS Retreat! Sleeps 10-12, perfect for large gatherings. Seasonal POOL!

10.0 out of 10, Exceptional, (25)
"This house is amazing! Has everything we needed for our stay and very clean. Dan was accessible and very responsive at all times. Highly recommend!"
A TREETOPS Retreat! Sleeps 10-12, perfect for large gatherings. Seasonal POOL!

New Haven Village Suites

3.0 star property
7.6 out of 10, Good, (2024)
"Good stay. "
New Haven Village Suites

Cliffside Resort Condominiums

3.0 star property
9.0 out of 10, Wonderful, (210)
"Very beautiful location and the room unforgettable ocean view will definitely come back"
The price is HK$1,213
HK$1,723 total
includes taxes & fees
7 May - 8 May
Cliffside Resort Condominiums

Postcard Cabins Machimoodus

2.0 star property
10.0 out of 10, Exceptional, (7)
"We had a GREAT time here!! Just beautiful scenery all around. The cabin was well equipped with everything we needed essentially. I was quite impressed with how comfortable we actually were. There was a temporary power outage but it didn’t last long and management not only delivered more wood to us but also gave it to us for free as we wanted to spend our time outdoors during the outage. Im super happy to have had this experience and would absolutely be doing it again!! Thank you Postcard...
The price is HK$803
HK$1,236 total
includes taxes & fees
6 May - 7 May
Postcard Cabins Machimoodus

Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub

10.0 out of 10, Exceptional, (128)
"having previously rented VRBO properties in Palm Springs, West Palm Beach & Ft. Lauderdale I can confirm this property is exceptional. The studio has 1st tier amenities, waterfront location & in addition the hosts provided most welcoming foods and snacks, an overall wonderful experienceJimBrooklyn, NY"
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub

Luxury Furnished Apartments by Hyatus Downtown at Yale

3.5 star property
9.6 out of 10, Exceptional, (42)
"Love their kitchen. Room is clean and comfortable. The staff is helpful. Will turn. "
Luxury Furnished Apartments by Hyatus Downtown at Yale

⚓Capt Nathaniel Clarke Historic Homestead🤵Weddings👰Reunions❤Magnificent Yard🐕

9.8 out of 10, Exceptional, (128)
"Very much enjoyed our trip! "
The price is HK$3,049
HK$5,697 total
includes taxes & fees
1 May - 2 May
⚓Capt Nathaniel Clarke Historic Homestead🤵Weddings👰Reunions❤Magnificent Yard🐕

adorable ranch in beach community

10.0 out of 10, Exceptional, (44)
"Beautiful location, lovely neighbors. House is dated as seen in photos. "
The price is HK$854
HK$2,607 total
includes taxes & fees
18 May - 19 May
adorable ranch in beach community

North Fork 7 Bedroom Farmhouse Escape

3.0 star property
9.4 out of 10, Exceptional, (3)
"We were in town for a wedding with small children in tow- the house was perfectly located for us to get to wedding events in under 10 minutes but do be aware that it’s on a busy road. The house is set back so there wasn’t too much traffic noise, especially with the window AC units going. You could walk to the beach, but be aware that it’s down the busy road as someone else mentioned. It wasn’t luxurious, but everything was clean and comfortable. I appreciated that towels and linens were provided...
North Fork 7 Bedroom Farmhouse Escape

COZY Maple Tree Cabin - Situated on 6 private acres - Get Away and RELAX 😎

10.0 out of 10, Exceptional, (28)
"It is certainly a cabin in the quiet woods which you would normally find in northern Vermont. We loved everything about it. My Three Sons grew up tent camping in the Yale Forest and this was that, only with a log cabin replacing Eureka tents! We loved sitting around the massive firepit and feeding the flames with plenty of seasoned, dry hardwood, cooking several meals on the coals with pie irons and steak prongs. Just loved it. "
The price is HK$2,910
HK$5,565 total
includes taxes & fees
27 Apr - 28 Apr
COZY Maple Tree Cabin - Situated on 6 private acres - Get Away and RELAX 😎

Luxury Apartments by Hyatus at Pierpont

4.0 star property
9.6 out of 10, Exceptional, (14)
"My husband and I both loved this property and it’s convenient location; so much that we even discussed purchasing one of the apartments as a condo! We ran a bit over checkout and the property manager was very communicative and accommodating. A wonderfully quaint, quiet, and walkable location with great food options in close proximity to prominent institutions. Definitely will stay again. "
Luxury Apartments by Hyatus at Pierpont

Beautiful 4BR Beach House with Private Beach Access.

9.8 out of 10, Exceptional, (70)
"We loved our stay at this beautiful cottage. The entire experience was very smooth, from pre-check in to getting there and even offers to help with anything we needed in our stayThe cottage is very cozy and well-cared for. The rooms are comfortable and the Internet fast. There is a lot to do in the area, with New Haven nearby and many good restaurants."
Beautiful 4BR Beach House with Private Beach Access.

Oceanfront Oasis Spacious 3-Bedroom, 2-Bath Retreat for 12 Linens Included

9.8 out of 10, Exceptional, (27)
"I found the house to be very clean and well stocked with everything we needed. The view was beautiful. My interactions with the host were very positive and helpful. Very nice weekend to celebrate with my gamily"
Oceanfront Oasis Spacious 3-Bedroom, 2-Bath Retreat for 12 Linens Included

Updated kitchen, king+queen beds, AC, walk to beach, 1 min to Waters Edge Resort

10.0 out of 10, Exceptional, (55)
"Lovely, spacious and clean. We spent our Christmas holiday together with our family and the house was spacious and spotless. We had 5 adults with 2 small children in house. We hosted Christmas dinner for us and local family. Great space. Would love to rent in summer months to utilize outdoor space"
Updated kitchen, king+queen beds, AC, walk to beach, 1 min to Waters Edge Resort

The Mast at Soundview · Beach+Ocean+Sunrise

2.0 star property
The price is HK$873
HK$1,839 total
includes taxes & fees
23 Apr - 24 Apr
The Mast at Soundview · Beach+Ocean+Sunrise

Shoreline Oasis

The price is HK$1,389
HK$2,022 total
includes taxes & fees
23 Apr - 24 Apr
Shoreline Oasis

Grace Island. Private Island! Vacations, Getaways, Weddings & Special Events.

Grace Island. Private Island! Vacations, Getaways, Weddings & Special Events.

Driftwood Cottage @ Saybrook Point Marina, 2 King Beds

9.6 out of 10, Exceptional, (33)
"Lovely little cottage in a pretty, quiet neighborhood. Once you find it down the little lane, it's a great location to be in. Not far from town and close to the water, we really enjoyed relaxing at the house and in the backyard. Highly recommend."
The price is HK$2,288
HK$4,466 total
includes taxes & fees
7 May - 8 May
Driftwood Cottage @ Saybrook Point Marina, 2 King Beds

Year-Round Waterview 4 Beds, 2 Baths, Sleeps 13 with Linens & Towels Included

9.0 out of 10, Wonderful, (89)
"Tuvimos un finde increíble en la casa, súper cómoda y bonita "
Year-Round Waterview 4 Beds, 2 Baths, Sleeps 13 with Linens & Towels Included

Gorgeous Victorian direct ocean front single family six bedroom, ten rooms

10.0 out of 10, Exceptional, (59)
"Our family ranged in ages from 13 to 96. We were 12 people for a couple days and then 10. We all had a marvelous time and my mom just can’t stop talking about how beautiful the view and the antique furniture was. It was difficult for that many people only having two bathrooms, but we made it work. We did run out of hot water so we learned to scatter showers when possible. The view is amazing and the location was wonderful for us. I can’t say enough, how accommodating our hostess was. We told her...
Gorgeous Victorian direct ocean front single family six bedroom, ten rooms
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 types of properties in Guilford you may be interested in

New Haven Hotel

3.5 star property
9.0 out of 10, Wonderful, (1499)
"At first was worried about no restaurant on site, but so many great eateries within walking distance (under 3 blocks!)"
The price is HK$917
HK$1,054 total
includes taxes & fees
28 Apr - 29 Apr
New Haven Hotel

Holiday Inn Express Southington by IHG

2.5 star property
8.8 out of 10, Excellent, (1000)
"I enjoyed my stay and the front desk personnel were very accommodating. I arrived early and they were able to get me in no issues. Then had an issue with the AC/Heating unit in the room and after realizing it would need a longer fix they moved me to a different room with no problems. My only issue the entire time I was there was breakfast, just wasn't as good as all the other HIE I have stayed at throughout the country. But other than that I would stay again in the future."
The price is HK$791
HK$910 total
includes taxes & fees
4 May - 5 May
Holiday Inn Express Southington by IHG

Water's Edge Resort & Spa

3.5 star property
8.8 out of 10, Excellent, (1000)
"Service at both the bar and restaurant wasn’t great , food and drinks were just ok "
The price is HK$1,311
HK$1,642 total
includes taxes & fees
6 May - 7 May
Water's Edge Resort & Spa
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.

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 TREETOPS Retreat! Sleeps 10-12, perfect for large gatherings. 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 Hyland House Museum and Henry Whitfield State Museum, whereas Chaffinch Island State Park is one spot to enjoy nature. Other places in town to visit include Stony Creek - Thimble Islands Historic District and Guilford Art Center.

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.