Guilford, CT Vacation Homes from AED 538

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 2,358 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 644 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 843 total

includes taxes & fees

2 Nov - 3 Nov

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

4. Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.

Fair Haven

Wallace R.

AED 1,172 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.

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

Westbrook

Shannon G.

AED 2,194 total

includes taxes & fees

10 Nov - 11 Nov

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

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

Wallingford Center

Jeanette W.

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

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

Westbrook Center

Donovan V.

AED 1,872 total

includes taxes & fees

30 Oct - 31 Oct

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 4,746 total

includes taxes & fees

2 Nov - 3 Nov

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

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

Clinton

Juliana A.

AED 5,147 total

includes taxes & fees

12 Nov - 13 Nov

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

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

East Shore

Zach P.

AED 2,651 total

includes taxes & fees

2 Nov - 3 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.

11. Coastal Landing Stay

East Shore

AED 1,862 total

includes taxes & fees

30 Oct - 31 Oct

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

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

Newhallville

AED 1,546 total

includes taxes & fees

1 Nov - 2 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.

13. Las Casitas Retreat

East Shore

Tim H.

AED 2,683 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.

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

Old Lyme

Emily M.

AED 1,015 total

includes taxes & fees

31 Oct - 1 Nov

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

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

Orange

Ali B.

AED 1,015 total

includes taxes & fees

1 Nov - 2 Nov

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 2,859 total

includes taxes & fees

2 Nov - 3 Nov

A modern kitchen with a central island, bar stools, and pendant lighting.

17. New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.

Durham

Iris F.

AED 4,035 total

includes taxes & fees

30 Oct - 31 Oct

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

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

Fair Haven

Aliza T.

AED 2,935 total

includes taxes & fees

1 Nov - 2 Nov

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

19. 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 1,906 total

includes taxes & fees

30 Oct - 31 Oct

A modern kitchen with white cabinets, a microwave, stove, and sink. There is a dining area with a table and chairs.

20. Cozy 1-king size bedroom house in quiet Waterbury with 75" TV in your bedroom.

Waterbury

Dirk N.

AED 538 total

includes taxes & fees

1 Nov - 2 Nov

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Top Guilford Hotel Reviews

Omni New Haven Hotel at Yale

8/10 Good

"It’s an older property in the heart of the action. Thankfully you can’t hear the noise from your room. The room was very clean."

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. Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.

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

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

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

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

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