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Guilford Holiday Rentals

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50 rentals in Guilford.
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Newly Renovated Oceanfront Cottage On Joshua's Cove, Guilford CT, holiday rental in Guilford

Newly Renovated Oceanfront Cottage On Joshua's Cove, Guilford CT

2 bedrooms
3 bathrooms
Sleeps 6
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Private luxury waterfront home, holiday rental in Guilford

Private luxury waterfront home

5 bedrooms
4 bathrooms
Sleeps 10
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Waterfront New Haven Area Apt. on Joshua Cove, holiday rental in Guilford

Waterfront New Haven Area Apt. on Joshua Cove

0 bedrooms
1 bathroom
Sleeps 4
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Surrounded By Nature, holiday rental in Guilford

Surrounded By Nature

4 bedrooms
4 bathrooms
Sleeps 10
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Waterfront beauty all year round. Enjoy a weekend getaway on Long Island Sound!, holiday rental in Guilford

Waterfront beauty all year round. Enjoy a weekend getaway on Long Island Sound!

3 bedrooms
2 bathrooms
Sleeps 6
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Wake up with Views of the Ocean, holiday rental in Guilford

Wake up with Views of the Ocean

2 bedrooms
2 bathrooms
Sleeps 7
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Beachside studio vacation, holiday rental in Guilford

Beachside studio vacation

1 bedroom
1 bathroom
Sleeps 2
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Birdsong - Relaxation, Activities & Culture In Quaint Shoreline Town, holiday rental in Guilford

Birdsong - Relaxation, Activities & Culture In Quaint Shoreline Town

1 bedroom
1 bathroom
Sleeps 2
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Charming Beach House - Steps to private beach! Near outlets & casinos, sleeps 4, holiday rental in Guilford

Charming Beach House - Steps to private beach! Near outlets & casinos, sleeps 4

2 bedrooms
1 bathroom
Sleeps 4
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Beautiful Beach House with Private Beach Access., holiday rental in Guilford

Beautiful Beach House with Private Beach Access.

4 bedrooms
2 bathrooms
Sleeps 8
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Seasonal cottage rental,waterview, holiday rental in Guilford

Seasonal cottage rental,waterview

3 bedrooms
1 bathroom
Sleeps 6
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Upscale Beach Home!!, holiday rental in Guilford

Upscale Beach Home!!

4 bedrooms
4 bathrooms
Sleeps 10
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3 Bedroom House Westbrook, Connecticut, West Beach, holiday rental in Guilford

3 Bedroom House Westbrook, Connecticut, West Beach

3 bedrooms
1 bathroom
Sleeps 8
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Convenient CT Shoreline 3 Bedroom Ranch. Cozy Fireplace, walk to Beach, Sleeps 8, holiday rental in Guilford

Convenient CT Shoreline 3 Bedroom Ranch. Cozy Fireplace, walk to Beach, Sleeps 8

3 bedrooms
2 bathrooms
Sleeps 8
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Branford-Pine Orchard Beach, holiday rental in Guilford

Branford-Pine Orchard Beach

3 bedrooms
4 bathrooms
Sleeps 6
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Romantic Cottage by the Sea, steps to private beach, sleeps 2!, holiday rental in Guilford

Romantic Cottage by the Sea, steps to private beach, sleeps 2!

0 bedrooms
1 bathroom
Sleeps 2
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Cottage by the Sea, Yale New Haven Getaway Destination, holiday rental in Guilford

Cottage by the Sea, Yale New Haven Getaway Destination

2 bedrooms
1 bathroom
Sleeps 5
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Private Beach Perfect Destination Vacation or Connecticut Staycation!, holiday rental in Guilford

Private Beach Perfect Destination Vacation or Connecticut Staycation!

2 bedrooms
2 bathrooms
Sleeps 4
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Relaxing summer rental, walking distance to the beach, short ride to the outlets, holiday rental in Guilford

Relaxing summer rental, walking distance to the beach, short ride to the outlets

3 bedrooms
1 bathroom
Sleeps 6
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Cozy cottage near Clinton Marina on CT Shoreline, holiday rental in Guilford

Cozy cottage near Clinton Marina on CT Shoreline

3 bedrooms
1 bathroom
Sleeps 6
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3+BR/ 2 bath in Exclusive Grove Beach Association Community... Central AC, holiday rental in Guilford

3+BR/ 2 bath in Exclusive Grove Beach Association Community... Central AC

3 bedrooms
2 bathrooms
Sleeps 7
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Direct waterfront renovated cottage., holiday rental in Guilford

Direct waterfront renovated cottage.

4 bedrooms
4 bathrooms
Sleeps 8
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Private Beach Perfect Destination Vacation or CT Staycation!, holiday rental in Guilford

Private Beach Perfect Destination Vacation or CT Staycation!

3 bedrooms
1 bathroom
Sleeps 6
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Casa al Mare Beachfront Retreat Yale New Haven, holiday rental in Guilford

Casa al Mare Beachfront Retreat Yale New Haven

4 bedrooms
3 bathrooms
Sleeps 12
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Beautiful views from private deck. Overlooking the Hammock  River Marsh wildlife, holiday rental in Guilford

Beautiful views from private deck. Overlooking the Hammock River Marsh wildlife

2 bedrooms
1 bathroom
Sleeps 6
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Jamaica Court Cottage, holiday rental in Guilford

Jamaica Court Cottage

2 bedrooms
1 bathroom
Sleeps 4
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Remodeled Clinton 2 BR/1 Bath Shore Cottage, Walk To Private Beach, holiday rental in Guilford

Remodeled Clinton 2 BR/1 Bath Shore Cottage, Walk To Private Beach

2 bedrooms
1 bathroom
Sleeps 5
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Charming Historic Cottage, 130 Footsteps To Private Beach, Sleeps Five, Peaceful, holiday rental in Guilford

Charming Historic Cottage, 130 Footsteps To Private Beach, Sleeps Five, Peaceful

2 bedrooms
1 bathroom
Sleeps 5
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Gorgeous Designer Contemporary Beach House with Views, holiday rental in Guilford

Gorgeous Designer Contemporary Beach House with Views

3 bedrooms
2 bathrooms
Sleeps 7
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Private Beach Perfect Destination Vacation or Connecticut Staycation!, holiday rental in Guilford

Private Beach Perfect Destination Vacation or Connecticut Staycation!

2 bedrooms
1 bathroom
Sleeps 6
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11 Bedroom Home on Pot Island for Family,  Re-Unions, Retreats, holiday rental in Guilford

11 Bedroom Home on Pot Island for Family, Re-Unions, Retreats

11 bedrooms
6 bathrooms
Sleeps 22
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1 BR in Perfect Location to Yale, Downtown & Pizza, holiday rental in Guilford

1 BR in Perfect Location to Yale, Downtown & Pizza

1 bedroom
1 bathroom
Sleeps 4
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Two bedroom house with private beach and club within walking distance, holiday rental in Guilford

Two bedroom house with private beach and club within walking distance

2 bedrooms
2 bathrooms
Sleeps 4
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Classic Cottage With Water Views Of Long Island Sound--Monthly rates available!, holiday rental in Guilford

Classic Cottage With Water Views Of Long Island Sound--Monthly rates available!

5 bedrooms
3 bathrooms
Sleeps 8
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Heaven is a Little Beach House!, holiday rental in Guilford

Heaven is a Little Beach House!

3 bedrooms
2 bathrooms
Sleeps 5
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Ennis Cottage- A Seaside Getaway!, holiday rental in Guilford

Ennis Cottage- A Seaside Getaway!

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Steps to beach 4bd 2 bth Sleeps 13, holiday rental in Guilford

Steps to beach 4bd 2 bth Sleeps 13

3 bedrooms
2 bathrooms
Sleeps 13
Match: Sleeps
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Spacious Modern Beach House, perfect for families and groups up to 12, holiday rental in Guilford

Spacious Modern Beach House, perfect for families and groups up to 12

5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Waterfront cottage on Long Island Sound with awesome Salt Island out front, holiday rental in Guilford

Waterfront cottage on Long Island Sound with awesome Salt Island out front

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Quaint CT Shore Cottage - Ocean View, holiday rental in Guilford

Quaint CT Shore Cottage - Ocean View

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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2 bedroom Apartment Brand New Listing Close to Beach & Downtown!, holiday rental in Guilford

2 bedroom Apartment Brand New Listing Close to Beach & Downtown!

3 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Amazing Waterfront Home, Private Beach,Hot Tub + Tennis/Beach Club, holiday rental in Guilford

Amazing Waterfront Home, Private Beach,Hot Tub + Tennis/Beach Club

4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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Pet-Friendly Branford Home - 10Min Walk to Beach!, holiday rental in Guilford

Pet-Friendly Branford Home - 10Min Walk to Beach!

3 bedrooms
1 bathroom
Sleeps 6
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Life's at ease, with an ocean breeze!, holiday rental in Guilford

Life's at ease, with an ocean breeze!

3 bedrooms
2 bathrooms
Sleeps 6
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Full loft apartment near Omni Hotel, holiday rental in Guilford

Full loft apartment near Omni Hotel

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Money Island Home w/Deck, Kayak, Paddleboards, holiday rental in Guilford

Money Island Home w/Deck, Kayak, Paddleboards

4 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Charming summer home just steps from the beach!, holiday rental in Guilford

Charming summer home just steps from the beach!

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Kasa | New Haven | Fabulous 1BD/1BA Apartment, holiday rental in Guilford

Kasa | New Haven | Fabulous 1BD/1BA Apartment

1 bedroom
1 bathroom
Sleeps 4
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The perfect family beach house, holiday rental in Guilford

The perfect family beach house

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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4BR Directly on the Beach Bring the Family and Start making memories, holiday rental in Guilford

4BR Directly on the Beach Bring the Family and Start making memories

4 bedrooms
1 bathroom
Sleeps 8
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