Wolcott, CT Vacation Homes from AED 504

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Our top choices for Wolcott vacation homes

1. Dream Vacation Home

Derby

AED 1,017 total

includes taxes & fees

1 Sep - 2 Sep

Desk, iron/ironing board, travel crib, WiFi

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

Newhallville

AED 1,774 total

includes taxes & fees

5 Aug - 6 Aug

3. #29 - Modern 5 Bedroom/2 Bath

Middletown

Gail R.

AED 1,726 total

includes taxes & fees

11 Aug - 12 Aug

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

Durham

Edward S.

AED 3,780 total

includes taxes & fees

9 Aug - 10 Aug

Coffee/tea maker, fridge, microwave, oven

5. “3BR Home Near Wesleyan & Downtown Middletown

Washington Street Historic District

Jousette C.

AED 1,170 total

includes taxes & fees

31 Aug - 1 Sep

6. Family Stays: Middletown, CT

Middletown

Trisha T.

7. #24 Serenity A Lakefront Cottage Retreat

Middletown

Rodrigo C.

AED 1,251 total

includes taxes & fees

5 Aug - 6 Aug

8. The Game House Arcade – West Hartford

West Hartford

AED 2,165 total

includes taxes & fees

8 Aug - 9 Aug

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Top Wolcott Hotel Reviews

Hotel Marcel New Haven, Tapestry Collection By Hilton

8/10 Good

"I enjoyed my stay. I arrived on Friday, August 31, 2026 at a time when the Hilton online check-in system was down world-wide! The staff did a good job in manually checking me in as I needed to get to a function that evening. Due to the online outage there were issues with my room: the air-conditioning was not working, the lights did not function properly and the shades were off-line. There was no tea (black, caffinated) in the room which was a disappointment to me. As an architect I have always appreciated Marcel Breuer's work so it was a good experience."

Heritage Hotel, Golf & Conference Center

10/10 Excellent

"This is a grand hotel from yesteryear. If you appreciate a vintage experience, you’ll love this place. High quality details like timber beams, cedar, oak, real stone masonry and lush landscaping everywhere. Both indoor and outdoor pools are well maintained, clean and inviting. Our double queen room had 2 relatively dim lamps. And no other lights in the room. The bathroom lighting was fine. But the room light was insufficient… but a fantastic stay. … I wish the breakfast was included or even less expensive than $16 per person - if they told us “half price per person for breakfast - with a hotel stay”, I would’ve been happy to pay… but it’s an ordinary “free breakfast”-type breakfast. We’ll go again."

Room 1

Change your mind

Treat yourself

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Check prices for these dates

Our top choices for Wolcott vacation homes

1. Dream Vacation Home

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

3. #29 - Modern 5 Bedroom/2 Bath

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

5. “3BR Home Near Wesleyan & Downtown Middletown

6. Family Stays: Middletown, CT

7. #24 Serenity A Lakefront Cottage Retreat

8. The Game House Arcade – West Hartford

9. Prime West Hartford Center: Timeless Charm

10. Prime West Hartford Center Location: Historic Gem

11. Quiet Comfort Meets Coastal Charm: A Perfect Family Retreat in East Haven

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

13. Newly Remodeled 1-BR Close to Everything yet Very Private

14. Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.

15. Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.

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

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

18. Cozy 1-bedroom house in lovely New Haven with AC close to Yale University

19. 3-bedroom house just walking distance from Yale and Downtown

20. Large group haven!

Find vacation rentals that suit your style

Top Wolcott Hotel Reviews

Hotel Marcel New Haven, Tapestry Collection By Hilton

Best Western Hartford Hotel & Suites

Clarion Inn North Haven - New Haven North

Heritage Hotel, Golf & Conference Center

Courtyard by Marriott Waterbury Downtown

The Capitol Hotel

Cambria Hotel New Haven University Area

Search Vacation Homes in Wolcott

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Wolcott vacation homes

1. Dream Vacation Home

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

3. #29 - Modern 5 Bedroom/2 Bath

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

5. “3BR Home Near Wesleyan & Downtown Middletown

6. Family Stays: Middletown, CT

7. #24 *Serenity* A Lakefront Cottage Retreat

8. The Game House Arcade – West Hartford

9. Prime West Hartford Center: Timeless Charm

10. Prime West Hartford Center Location: Historic Gem

11. Quiet Comfort Meets Coastal Charm: A Perfect Family Retreat in East Haven

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

13. Newly Remodeled 1-BR Close to Everything yet Very Private

14. Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.

15. Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.

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

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

18. Cozy 1-bedroom house in lovely New Haven with AC close to Yale University

19. 3-bedroom house just walking distance from Yale and Downtown

20. Large group haven!

Find vacation rentals that suit your style

Top Wolcott Hotel Reviews

Hotel Marcel New Haven, Tapestry Collection By Hilton

7. #24 Serenity A Lakefront Cottage Retreat