Guilford, CT Vacation Homes from AED 576

A coastal landscape with a lighthouse, beach, rocky outcrops, and a distant city skyline.

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Our top choices for Guilford vacation homes

A covered patio with a glass table, white metal chairs, a green sofa, and a white metal bench.

1. Historic New England home ,Reunions Beach pass

Guilford

Liz H.

AED 2,178 total

includes taxes & fees

2 Nov - 3 Nov

A living room with a dark grey sofa, a wooden coffee table with a vase of white flowers, a patterned rug, and a ceiling fan.

2. Cozy East Haven Home • Near Beach & Yale

Momauguin

Sarah S.

AED 576 total

includes taxes & fees

9 Nov - 10 Nov

A modern living room with a gray sofa, a dining table with white chairs, a small coffee table, and a potted plant.

3. Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.

Fair Haven

Jamie S.

AED 773 total

includes taxes & fees

2 Nov - 3 Nov

A modern kitchen with a granite island, stainless steel appliances, and a bar area with bar stools.

4. Beachside Bliss w/ Game Room, Gym & Golf Green

Westbrook

Shannon G.

AED 2,219 total

includes taxes & fees

1 Dec - 2 Dec

A modern kitchen with white cabinets, a microwave, and a large TV displaying a beach scene.

5. Adorable Cottage, 5 min walk to water & town

Westbrook Center

Donovan V.

A spacious living room with a grey sectional sofa, a small ottoman, and a large window with a view.

6. Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.

Fair Haven

Wallace R.

AED 1,077 total

includes taxes & fees

2 Nov - 3 Nov

A modern living room with a large TV, white cabinetry, and a view of the outdoors.

7. Charming beach home, complete with pool & cozy guest house!

Clinton

Juliana A.

A wooden deck with a table and chairs, overlooking a river and trees.

8. Steps to Beach • Hot Tub • Game Room • Water Views

Branford

AED 4,353 total

includes taxes & fees

2 Nov - 3 Nov

A modern living room with a sofa, coffee table, and a TV mounted on the wall.

9. Once the old Schools house now a newly furnished Apartment

Wallingford Center

Jeanette W.

AED 1,090 total

includes taxes & fees

12 Nov - 13 Nov

A modern kitchen with a stainless steel refrigerator, wooden beams, a dining area with a table and chairs, and a large window with blinds.

10. Coastal Landing Stay

East Shore

AED 1,700 total

includes taxes & fees

2 Nov - 3 Nov

A modern kitchen with white cabinetry, a central island with stools, pendant lighting, and a view to an outdoor area.

11. Luxury New Haven Retreat • Private Pool, Gym, Cinema • Near Yale & Beaches

East Shore

Zach P.

AED 2,504 total

includes taxes & fees

2 Nov - 3 Nov

A staircase with dark wooden steps and black balusters, a round mirror on the wall, a blue armchair, a wicker basket with flowers, and a floor lamp.

12. Las Casitas Retreat

East Shore

Tim H.

AED 2,460 total

includes taxes & fees

2 Nov - 3 Nov

An outdoor patio with a fire feature, wooden furniture, and a view of neighboring houses.

13. The Jewel of The Cove - Historic Coastal Retreat

East Shore

Mary D.

AED 1,990 total

includes taxes & fees

22 Nov - 23 Nov

A living room with a sofa, a coffee table, a TV, and a lamp.

14. Quiet 1st-Floor 2BR Haven w/ King Bed, Desks, In-Unit Laundry & 2-Car Parking | Walk to Yale

Newhallville

AED 1,394 total

includes taxes & fees

2 Nov - 3 Nov

A dining area with a wooden table and white chairs, a teal bookshelf with decorative items, and a window with blinds.

15. Insta-worthy Couples Retreat: Perfect for romantic getaway!

Old Lyme

Emily M.

A spacious living room with a grey sectional sofa, two windows with blinds, and a ceiling light fixture.

16. Gorgeous Waterfront 2:1 - 2 houses in 1 building.

Fair Haven

AED 2,638 total

includes taxes & fees

2 Nov - 3 Nov

A living room with a fireplace, a sofa, a coffee table, and a cabinet.

17. Great Hammcock Getaway, cozy home, hot tub, fire pit, beaches nearby.

Old Saybrook

Karol T.

A modern living room with a staircase, a dining area, and a kitchen in the background.

18. Loft •Pool • Gym • Free Parking • Near Yale

Orange

Ali B.

AED 870 total

includes taxes & fees

2 Nov - 3 Nov

Lovely spacious kitchen to cook and enjoy your meals; Large island to sit and eat.

19. Heavenly Home in New Haven /5 mins drive from Yale

Fair Haven

Aliza T.

AED 2,829 total

includes taxes & fees

8 Nov - 9 Nov

A kitchen with wooden cabinets, granite countertops, and a stainless steel sink.

20. Welcoming 1500 square foot 3-bedroom house completely remodeled in Southington

Southington

"We had a great, relaxing Thanksgiving holiday at this spacious Southington, CT home. It was the perfect spot to visit one of my daughters and be able to have my mother-in-law stay with us so we could cook and host Thanksgiving dinner. The house was well-stocked and supplied with everything we needed, and then some; which allowed us to have a stress-free holiday as if we were in our own home. We highly recommend this home and will keep it in mind for future extended stays in the area."

Cindy M.

AED 1,837 total

includes taxes & fees

8 Nov - 9 Nov

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Top Guilford Hotel Reviews

Pier Blue Inn Old Saybrook - Essex

8/10 Good

"This family run property is perfect for a quick overnight. My husband and I stayed here on our way up north. It was clean and the staff was kind and helpful. The shower head was a little low. The heat worked and the water pressure was excellent."

Zey Hotel

10/10 Excellent

"The stay was perfect. I can't think of a single thing to criticize. As an example, when we were checking out, we called the manager on his cell to alert him that a fire truck was flushing the street hydrants, and that we noticed that the water in the room was brown. We knew that the maintenance of the hydrants was causing the dirty water. The manager promptly told us we could stay until 6:00 pm for free, so that we would be able to take clean showers. We told him that we had showered early, and that we had no problem. But his response showed how he cared for the guests."

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Guilford vacation homes

1. Historic New England home ,Reunions Beach pass

2. Cozy East Haven Home • Near Beach & Yale

3. Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.

4. Beachside Bliss w/ Game Room, Gym & Golf Green

5. Adorable Cottage, 5 min walk to water & town

6. Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.

7. Charming beach home, complete with pool & cozy guest house!

8. Steps to Beach • Hot Tub • Game Room • Water Views