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Weymouth Holiday Rentals

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47 rentals in Weymouth.
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Newly Renovated Beach House- Close to Boston, holiday rental in Weymouth

Newly Renovated Beach House- Close to Boston

3 bedrooms
2 bathrooms
Sleeps 4
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JB Livery, holiday rental in Weymouth

JB Livery

1 bedroom
1 bathroom
Sleeps 1
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ENCHANTING 6 ROOM COTTAGE ON THE SEA, holiday rental in Weymouth

ENCHANTING 6 ROOM COTTAGE ON THE SEA

2 bedrooms
2 bathrooms
Sleeps 6
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Sunsets on the Bay (Panoramic) NOV,DEC SPECIALS! Savings listed on Vrbo Calendar, holiday rental in Weymouth

Sunsets on the Bay (Panoramic) NOV,DEC SPECIALS! Savings listed on Vrbo Calendar

5 bedrooms
3 bathrooms
Sleeps 12
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Renovated Beach House Close to Everything, Minutes to Boston, holiday rental in Weymouth

Renovated Beach House Close to Everything, Minutes to Boston

3 bedrooms
2 bathrooms
Sleeps 8
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Relax and unwind - Outdoor Hot tub - 15 minutes drive to Downtown Boston, holiday rental in Weymouth

Relax and unwind - Outdoor Hot tub - 15 minutes drive to Downtown Boston

5 bedrooms
3 bathrooms
Sleeps 8
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4BR WOLLASTON BEACH/15min to Boston/Beautiful/Safe & Quiet location, holiday rental in Weymouth

4BR WOLLASTON BEACH/15min to Boston/Beautiful/Safe & Quiet location

4 bedrooms
1 bathroom
Sleeps 12
Match: Sleeps
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Spectacular Views from a Beautiful Newly Renovated Home, holiday rental in Weymouth

Spectacular Views from a Beautiful Newly Renovated Home

3 bedrooms
2 bathrooms
Sleeps 8
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Lions Den Beach, Fishing, Activities, Perfect For Families, Groups, Companies, holiday rental in Weymouth

Lions Den Beach, Fishing, Activities, Perfect For Families, Groups, Companies

10 bedrooms
7 bathrooms
Sleeps 20
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4BR 2Baths WOLLASTON BEACH/15 min to Boston, Beautiful & Nee & Safe & quiet, holiday rental in Weymouth

4BR 2Baths WOLLASTON BEACH/15 min to Boston, Beautiful & Nee & Safe & quiet

4 bedrooms
2 bathrooms
Sleeps 16
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Third Floor Suite in waterfront Victorian on peninsula surrounded by ocean, holiday rental in Weymouth

Third Floor Suite in waterfront Victorian on peninsula surrounded by ocean

2 bedrooms
1 bathroom
Sleeps 5
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4 BR / 2 Bath beach house. Beachfront. Walking distance to Scituate Harbor!, holiday rental in Weymouth

4 BR / 2 Bath beach house. Beachfront. Walking distance to Scituate Harbor!

5 bedrooms
2 bathrooms
Sleeps 8
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Boston's 2 bedroom vacation rental condo near Stony Brook's Orange line subway, holiday rental in Weymouth

Boston's 2 bedroom vacation rental condo near Stony Brook's Orange line subway

Jamaica Plain, Egleston Square
2 bedrooms
1 bathroom
Sleeps 5
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Penthouse two bedroom condo in Quincy, MA, holiday rental in Weymouth

Penthouse two bedroom condo in Quincy, MA

2 bedrooms
1 bathroom
Sleeps 4
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Beachfront Bungalow Suite w/ Parking, holiday rental in Weymouth

Beachfront Bungalow Suite w/ Parking

1 bedroom
1 bathroom
Sleeps 4
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Renovated Beach House Easy Commute to Boston 4 bedrooms, holiday rental in Weymouth

Renovated Beach House Easy Commute to Boston 4 bedrooms

4 bedrooms
2 bathrooms
Sleeps 10
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Beach, Fishing, Activities, Family reunions, Groups, Company Outings, Weddings, holiday rental in Weymouth

Beach, Fishing, Activities, Family reunions, Groups, Company Outings, Weddings

4 bedrooms
3 bathrooms
Sleeps 12
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4BR 2BATHs WOLLASTON BEACH/15min to Boston BEAUTIFUL &NEW & SAFE &QUIET LOCATION, holiday rental in Weymouth

4BR 2BATHs WOLLASTON BEACH/15min to Boston BEAUTIFUL &NEW & SAFE &QUIET LOCATION

4 bedrooms
2 bathrooms
Sleeps 16
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Gorgeous Ocean Views perfect for families & groups, holiday rental in Weymouth

Gorgeous Ocean Views perfect for families & groups

5 bedrooms
4 bathrooms
Sleeps 12
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~*Pet Friendly 30min to Downtown*~ THE BOSTONIAN, holiday rental in Weymouth

~*Pet Friendly 30min to Downtown*~ THE BOSTONIAN

Hyde Park
2 bedrooms
1 bathroom
Sleeps 5
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Fabulous beach house on beautiful Sandy Cove, holiday rental in Weymouth

Fabulous beach house on beautiful Sandy Cove

4 bedrooms
3 bathrooms
Sleeps 8
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~*30min to Downtown*~ THE COSMOPOLITAN, holiday rental in Weymouth

~*30min to Downtown*~ THE COSMOPOLITAN

Hyde Park
2 bedrooms
1 bathroom
Sleeps 6
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Quaint colonial!  Short walk to Harbor and Restaurants, holiday rental in Weymouth

Quaint colonial! Short walk to Harbor and Restaurants

3 bedrooms
1 bathroom
Sleeps 4
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EARLY BIRD Prices SPRING 2022* Nantasket BEACH, holiday rental in Weymouth

EARLY BIRD Prices SPRING 2022* Nantasket BEACH

2 bedrooms
2 bathrooms
Sleeps 4
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Queen One Bedroom Suite, holiday rental in Weymouth

Queen One Bedroom Suite

1 bedroom
1 bathroom
Sleeps 4
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King Studio, holiday rental in Weymouth

King Studio

1 bedroom
1 bathroom
Sleeps 2
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Jacaranda, holiday rental in Weymouth

Jacaranda

3 bedrooms
2 bathrooms
Sleeps 6
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Charming Colonial Overlooking Ocean, holiday rental in Weymouth

Charming Colonial Overlooking Ocean

3 bedrooms
2 bathrooms
Sleeps 6
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Furnished Comfy Tina's private villa, holiday rental in Weymouth

Furnished Comfy Tina's private villa

2 bedrooms
1 bathroom
Sleeps 6
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Beautiful Updated 3 BR Condo in Boston (Entire), holiday rental in Weymouth

Beautiful Updated 3 BR Condo in Boston (Entire)

Jamaica Plain, Lower Washington - Mount Hope, Roslindale
3 bedrooms
1 bathroom
Sleeps 6
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Quincy center rental house, holiday rental in Weymouth

Quincy center rental house

2 bedrooms
1 bathroom
Sleeps 2
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Beautiful South shore Hidden Gem next to Train Station near Boston, holiday rental in Weymouth

Beautiful South shore Hidden Gem next to Train Station near Boston

2 bedrooms
4 bathrooms
Sleeps 16
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Beautiful interiors lakeside recreation center easy access Traeger grill, holiday rental in Weymouth

Beautiful interiors lakeside recreation center easy access Traeger grill

2 bedrooms
1 bathroom
Sleeps 8
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Stunning 3BD/3BA in Jamaica Plain Near the Trains #2, holiday rental in Weymouth

Stunning 3BD/3BA in Jamaica Plain Near the Trains #2

Jamaica Plain
3 bedrooms
5 bathrooms
Sleeps 6
Match: Sleeps
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Stunning 3BD/3BA in Jamaica Plain Near the Trains #1, holiday rental in Weymouth

Stunning 3BD/3BA in Jamaica Plain Near the Trains #1

Jamaica Plain
3 bedrooms
5 bathrooms
Sleeps 6
Match: Sleeps
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Direct Oceanfront on Minot Beach - Sleeps 6 plus, holiday rental in Weymouth

Direct Oceanfront on Minot Beach - Sleeps 6 plus

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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BEACH HOUSE only steps away from the beach...., holiday rental in Weymouth

BEACH HOUSE only steps away from the beach....

4 bedrooms
4 bathrooms
Sleeps 8
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That Old House?!? Historic Beach House on Pond Across from Crescent Beach, holiday rental in Weymouth

That Old House?!? Historic Beach House on Pond Across from Crescent Beach

3 bedrooms
2 bathrooms
Sleeps 6
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8BR 3BATHs Wollaston Beach/15min to Boston/Beautiful/Clean/Safe /Quiet location, holiday rental in Weymouth

8BR 3BATHs Wollaston Beach/15min to Boston/Beautiful/Clean/Safe /Quiet location

8 bedrooms
3 bathrooms
Sleeps 24
Match: Sleeps
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Walk to Red Line T - Sunny & Spacious & Clean - Modern Amenities - Parking, holiday rental in Weymouth

Walk to Red Line T - Sunny & Spacious & Clean - Modern Amenities - Parking

6 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Beautiful and cozy small apartment in second floor, full furnished., holiday rental in Weymouth

Beautiful and cozy small apartment in second floor, full furnished.

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Quiet Comfort in Boston - Large 2 Bed Condo, holiday rental in Weymouth

Quiet Comfort in Boston - Large 2 Bed Condo

Roslindale, Bellevue
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Modern Retreat in Historic Quincy | Pet Friendly, holiday rental in Weymouth

Modern Retreat in Historic Quincy | Pet Friendly

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beachfront House - Can't get any closer to the beach than this home!, holiday rental in Weymouth

Beachfront House - Can't get any closer to the beach than this home!

4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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NEW! Boston Apartment - Walk to Downtown Transit!, holiday rental in Weymouth

NEW! Boston Apartment - Walk to Downtown Transit!

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Beautiful Luxury Renovation | Minutes from T (Red line), holiday rental in Weymouth

Beautiful Luxury Renovation | Minutes from T (Red line)

Fields Corner West
4 bedrooms
2 bathrooms
Sleeps 11
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Spacious, Comfy Colonial, minutes to Boston and highways, holiday rental in Weymouth

Spacious, Comfy Colonial, minutes to Boston and highways

3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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BEACH lover's dream LOCATION***Early Bird**Summer 2022***, holiday rental in Weymouth

BEACH lover's dream LOCATION***Early Bird**Summer 2022***

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Quincy center house single room rental, holiday rental in Weymouth

Quincy center house single room rental

1 bedroom
1 bathroom
Sleeps 1
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