On Our Way Travel Chatham
Chatham
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Chatham

Oct 07 - Oct 08 ·
2 guests

Chatham Vacation Rentals

Chatham
2 guests

Adults:

2

Children:

0

Child’s age:

Over 130 stays assessed to highlight the standout picks

Navigation

1. Oyster Beach Bungalow

2. Sea House

3. Riviera Sunset

4. Updated Beach House Deck Outdoor Shower!

Cheap Vacation Rentals in Chatham Massachusetts

5. Pond Front Home W Game Room Dog Friendly

6. Charming Updated Home In Chatham

7. Full Renovation Amazing Spot With Views

Pet Friendly Vacation Rentals Chatham Massachusetts

8. Large Home W Fire Pit And Dogs Welcome

9. Beautiful Home W Artistic Flair

10. Ping-Pong & Backyard: Spacious Chatham Retreat

Luxury Vacation Rentals Chatham

  • Top location
Hotel Image Hotel Image

Oyster Beach Bungalow

37 Kent Pl
0.3 km (0.2 mi) from city center
186
  • Cookware/ Kitchen utensils
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities
8.2
13 reviews
~ US$125 / night

Oyster Beach Bungalow

0.3 km (0.2 mi) from city center
186
  • Cookware/ Kitchen utensils
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities

Oyster Beach Bungalow

8.2
13 reviews
From US$ 125 / night
Hotel Image Hotel Image

Sea House

139 Honeysuckle Lane
1.6 km (1.0 mi) from city center
63
  • BBQ facilities
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities
  • Heating
9.1
13 reviews
~ US$344 / night

Sea House

1.6 km (1.0 mi) from city center
63
  • BBQ facilities
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities
  • Heating

Sea House

9.1
13 reviews
From US$ 344 / night
  • Beach access
Hotel Image Hotel Image

Riviera Sunset

2 Starfish Lane
1.8 km (1.1 mi) from city center
52
  • BBQ facilities
  • Air conditioning
  • Flat-screen TV
  • Ironing facilities
  • Tea and coffee facilities
  • Sun loungers
9.2
7 reviews
~ US$264 / night

Riviera Sunset

1.8 km (1.1 mi) from city center
52
  • BBQ facilities
  • Air conditioning
  • Flat-screen TV
  • Ironing facilities
  • Tea and coffee facilities
  • Sun loungers

Riviera Sunset

9.2
7 reviews
From US$ 264 / night

Cheap Vacation Rentals in Chatham Massachusetts

  • Beach access
Hotel Image Hotel Image

Updated Beach House Deck Outdoor Shower!

49 Florence Dr
5.5 km (3.4 mi) from city center
92
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities
  • Garden area
9.8
8 reviews
~ US$678 / night

Updated Beach House Deck Outdoor Shower!

5.5 km (3.4 mi) from city center
92
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities
  • Garden area

Updated Beach House Deck Outdoor Shower!

9.8
8 reviews
From US$ 678 / night
  • Beach access
Hotel Image Hotel Image

Pond Front Home W Game Room Dog Friendly

46 Partridge Path
5.6 km (3.5 mi) from city center
223
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities
  • Garden area
9.2
6 reviews
~ US$342 / night

Pond Front Home W Game Room Dog Friendly

5.6 km (3.5 mi) from city center
223
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities
  • Garden area

Pond Front Home W Game Room Dog Friendly

9.2
6 reviews
From US$ 342 / night
  • Beach access
Hotel Image Hotel Image

Charming Updated Home In Chatham

119 Pleasant St
5.8 km (3.6 mi) from city center
169
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities
  • Patio
9.2
5 reviews
~ US$350 / night

Charming Updated Home In Chatham

5.8 km (3.6 mi) from city center
169
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities
  • Patio

Charming Updated Home In Chatham

9.2
5 reviews
From US$ 350 / night

Pet Friendly Vacation Rentals Chatham Massachusetts

  • Guest favorite
  • Beach access
Hotel Image Hotel Image

Full Renovation Amazing Spot With Views

442 Main St
0.5 km (0.3 mi) from city center
74
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities
  • Garden area
9.6
15 reviews
~ US$782 / night

Full Renovation Amazing Spot With Views

0.5 km (0.3 mi) from city center
74
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities
  • Garden area

Full Renovation Amazing Spot With Views

9.6
15 reviews
From US$ 782 / night
  • Beach access
Hotel Image Hotel Image

Large Home W Fire Pit And Dogs Welcome

21 Heatherwood Ln
4.3 km (2.7 mi) from city center
164
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities
  • Garden area
8.5
4 reviews
~ US$353 / night

Large Home W Fire Pit And Dogs Welcome

4.3 km (2.7 mi) from city center
164
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities
  • Garden area

Large Home W Fire Pit And Dogs Welcome

8.5
4 reviews
From US$ 353 / night
  • Beach access
Hotel Image Hotel Image

Beautiful Home W Artistic Flair

5 Holly Dr
5.5 km (3.4 mi) from city center
143
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities
  • Garden area
10
1 reviews
~ US$340 / night

Beautiful Home W Artistic Flair

5.5 km (3.4 mi) from city center
143
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities
  • Garden area

Beautiful Home W Artistic Flair

10
1 reviews
From US$ 340 / night

Chatham Vacation Rentals Oceanfront

Hotel Image Hotel Image

Ping-Pong & Backyard: Spacious Chatham Retreat

152 Stagecoach Dr
5.1 km (3.1 mi) from city center
232
  • Cookware/ Kitchen utensils
  • Free parking
  • Express check-in/ -out
  • Flat-screen TV
  • Ironing facilities
  • Sun loungers
10
2 reviews
~ US$417 / night

Ping-Pong & Backyard: Spacious Chatham Retreat

5.1 km (3.1 mi) from city center
232
  • Cookware/ Kitchen utensils
  • Free parking
  • Express check-in/ -out
  • Flat-screen TV
  • Ironing facilities
  • Sun loungers

Ping-Pong & Backyard: Spacious Chatham Retreat

10
2 reviews
From US$ 417 / night
  • Beach access
Hotel Image Hotel Image

Cozy Cape Time

41 Tern Lane
3.5 km (2.2 mi) from city center
125
  • BBQ facilities
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities
  • Spa & wellness centre
  • Garden area
10
1 reviews
~ US$1220 / night

Cozy Cape Time

3.5 km (2.2 mi) from city center
125
  • BBQ facilities
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities
  • Spa & wellness centre
  • Garden area

Cozy Cape Time

10
1 reviews
From US$ 1220 / night
  • Beach access
Hotel Image Hotel Image

Lucky Number Seven

2.6 km (1.6 mi) from city center
91
  • BBQ facilities
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities
  • Spa & wellness centre
  • Garden area
8.8
10 reviews
~ US$1386 / night

Lucky Number Seven

2.6 km (1.6 mi) from city center
91
  • BBQ facilities
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities
  • Spa & wellness centre
  • Garden area

Lucky Number Seven

8.8
10 reviews
From US$ 1386 / night

Chatham Vacation Rentals with Private Pool

  • Beach access
Hotel Image Hotel Image

Walk To Downtown Chatham Steps To Beach

166 Chatham Bars Avenue
0.6 km (0.4 mi) from city center
169
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities
  • Garden area
10
3 reviews
~ US$1426 / night

Walk To Downtown Chatham Steps To Beach

0.6 km (0.4 mi) from city center
169
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities
  • Garden area

Walk To Downtown Chatham Steps To Beach

10
3 reviews
From US$ 1426 / night
  • Beach access
Hotel Image Hotel Image

Corner Cottage

275 Morton Rd.
5.3 km (3.3 mi) from city center
111
  • Cookware/ Kitchen utensils
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities
  • Heating
  • Garden area
6.8
6 reviews
~ US$468 / night

Corner Cottage

5.3 km (3.3 mi) from city center
111
  • Cookware/ Kitchen utensils
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities
  • Heating
  • Garden area

Corner Cottage

6.8
6 reviews
From US$ 468 / night
  • Beach access
Hotel Image Hotel Image

A Chatham Pearl On Oyster River

2.2 km (1.4 mi) from city center
100
  • Cookware/ Kitchen utensils
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities
  • Heating
8.5
2 reviews
~ US$204 / night

A Chatham Pearl On Oyster River

2.2 km (1.4 mi) from city center
100
  • Cookware/ Kitchen utensils
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities
  • Heating

A Chatham Pearl On Oyster River

8.5
2 reviews
From US$ 204 / night
  • Beach access
Hotel Image Hotel Image

Lovely Home Near Bike Path Dog Welcome!

193 Old Queen Anne Rd
1.7 km (1.1 mi) from city center
156
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities
  • Garden area
9
3 reviews
~ US$336 / night

Lovely Home Near Bike Path Dog Welcome!

1.7 km (1.1 mi) from city center
156
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities
  • Garden area

Lovely Home Near Bike Path Dog Welcome!

9
3 reviews
From US$ 336 / night
  • Beach access
Hotel Image Hotel Image

Stellar Home With Hot Tub & Movie Room

49 Bay View St
2.0 km (1.2 mi) from city center
260
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Jacuzzi
  • Garden area
9.7
3 reviews
~ US$1666 / night

Stellar Home With Hot Tub & Movie Room

2.0 km (1.2 mi) from city center
260
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Jacuzzi
  • Garden area

Stellar Home With Hot Tub & Movie Room

9.7
3 reviews
From US$ 1666 / night
  • Beach access
Hotel Image Hotel Image

Steps To Oyster Pond Private Dock!

47 Capri Ln
1.0 km (0.6 mi) from city center
255
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Table tennis
  • Sun loungers
10
1 reviews
~ US$876 / night

Steps To Oyster Pond Private Dock!

1.0 km (0.6 mi) from city center
255
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Table tennis
  • Sun loungers

Steps To Oyster Pond Private Dock!

10
1 reviews
From US$ 876 / night
  • Great deal
  • Beach access
Hotel Image Hotel Image

Fully Updated Home W Great Outdoor Space

21 Quail Trl
5.1 km (3.1 mi) from city center
80
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities
  • Garden area
9.5
4 reviews

Fully Updated Home W Great Outdoor Space

5.1 km (3.1 mi) from city center
80
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities
  • Garden area

Fully Updated Home W Great Outdoor Space

9.5
4 reviews

Are you in a hurry?

Here is a quick list of Vacation Rentals in Chatham, selected based on their rating

Name of hotel Accommodation Rating Price, $
Oyster Beach Bungalow

8.2 / 10

(13 Reviews)

 From 125$
Sea House

9.1 / 10

(13 Reviews)

 From 344$
Riviera Sunset

9.2 / 10

(7 Reviews)

 From 264$
Updated Beach House Deck Outdoor Shower!

9.8 / 10

(8 Reviews)

 From 678$
Pond Front Home W Game Room Dog Friendly

9.2 / 10

(6 Reviews)

 From 342$

Location