2037+ Treehouses, Forest Homes, Cabin Rentals, and Private Nature Retreats in Observatory Hill |
Tree House Rentals in Observatory Hill
Apartment
- Boston
- ·
- Observatory Hill
- 0.14 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
3 Guests
1175 ft²
Fireplace/Heating
Balcony/Terrace
Kitchen
Parking
US $420/Night
7 Nights - US $2,938
Apartment
- Boston
- ·
- Medford Street - The Neck
- 0.30 mi to center
10.0Exceptional
(3 Reviews)
4 Bedrooms
2 Baths
8 Guests
1194.79 ft²
- Fireplace/Heating
Breakfast- Parking
Air Conditioner
US $507/Night
7 Nights - US $3,548
House
- Boston
- ·
- West Cambridge
- 0.77 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
- Air Conditioner
US $262/Night
7 Nights - US $1,835
House
- Boston
- ·
- Central Square
- 0.08 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
4 Guests
Pet Friendly
Internet
Child Friendly
Barbecue/Outdoor Cooking
US $78/Night
7 Nights - US $546
Apartment
- Boston
- ·
- East Somerville
- 0.27 mi to center
10.0Exceptional
(3 Reviews)
3 Bedrooms
2 Baths
8 Guests
1001.04 ft²
- Fireplace/Heating
- Parking
- Air Conditioner
- Internet
US $436/Night
7 Nights - US $3,050
Apartment
- Boston
- ·
- St. Elizabeth's
- 0.66 mi to center
5 Bedrooms
2 Baths
12 Guests
1798 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $1,500/Night
7 Nights - US $10,501
New
Apartment
3 Bedrooms
2 Baths
7 Guests
1485 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $1,378/Night
7 Nights - US $9,649
Apartment
- Boston
- ·
- St. Elizabeth's
- 0.66 mi to center
5 Bedrooms
2 Baths
12 Guests
1798 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $1,198/Night
7 Nights - US $8,389
New
Apartment
3 Bedrooms
2 Baths
6 Guests
1292 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $1,029/Night
7 Nights - US $7,203
Luxury Tree House Rentals in Observatory Hill
Over 2028+ Luxury Tree House Rentals in or Near Observatory Hill
US $9,097/Night
7 Nights - US $63,678
New
Hotel
- Boston
- ·
- Lower Allston
- 0.55 mi to center
1 Bath
- Breakfast
- Kitchen
- Air Conditioner
- Internet
US $8,115/Night
7 Nights - US $56,806
Apartment
- Boston
- ·
- Lower Allston
- 0.45 mi to center
9.3Exceptional
(22 Reviews)
14 Bedrooms
1 Bath
3 Guests
602.78 ft²
- Fireplace/Heating
- Balcony/Terrace
View- Pet Friendly
US $7,670/Night
7 Nights - US $53,690
House
10.0Exceptional
(1 Review)
9 Bedrooms
6 Baths
22 Guests
2450 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $7,591/Night
7 Nights - US $53,134
US $7,193/Night
7 Nights - US $50,350
House
4 Bedrooms
2 Baths
8 Guests
- Parking
- Internet
- Child Friendly
Security/Safety
US $4,479/Night
7 Nights - US $31,352
Apartment
- Boston
- ·
- Cambridgeport
- 0.23 mi to center
10.0Exceptional
(1 Review)
8 Bedrooms
9 Baths
24 Guests
2002.09 ft²
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
- Parking
US $4,098/Night
7 Nights - US $28,686
New
Hotel
- Boston
- ·
- Lower Allston
- 0.55 mi to center
1 Bath
- Breakfast
- Kitchen
- Air Conditioner
- Internet
US $3,795/Night
7 Nights - US $26,564
US $3,654/Night
7 Nights - US $25,578
Top-Rated Treehouses with a Pool in Observatory Hill
Over 288+ Top-Rated Private Treehouses with a Pool in or Near Observatory Hill
House
- Boston
- ·
- North Cambridge
- 0.02 mi to center
10.0Exceptional
(30 Reviews)
3 Bedrooms
2 Baths
5 Guests
1200 ft²
- Fireplace/Heating
Pool- Balcony/Terrace
- Kitchen
US $388/Night
7 Nights - US $2,716
House
10.0Exceptional
(13 Reviews)
3 Bedrooms
2 Baths
9 Guests
Private Pool
Hot Tub- Fireplace/Heating
- Pool
US $1,005/Night
7 Nights - US $7,037
House
10.0Exceptional
(13 Reviews)
4 Bedrooms
3 Baths
8 Guests
2000 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $681/Night
7 Nights - US $4,765
Apartment
- Boston
- ·
- Assembly Square
- 0.12 mi to center
10.0Exceptional
(4 Reviews)
5 Bedrooms
2 Baths
5 Guests
1054.86 ft²
Oceanfront- Fireplace/Heating
- Pool
Ocean View
US $775/Night
7 Nights - US $5,425
Apartment
- Boston
- ·
- Assembly Square
- 0.12 mi to center
10.0Exceptional
(4 Reviews)
6 Bedrooms
2 Baths
5 Guests
1055 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $661/Night
7 Nights - US $4,627
Hotel
10.0Exceptional
(2 Reviews)
2 Baths
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Breakfast
US $870/Night
7 Nights - US $6,090
Hotel
10.0Exceptional
(2 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Breakfast
US $435/Night
7 Nights - US $3,048
Apartment
- Boston
- ·
- Assembly Square
- 0.10 mi to center
10.0Exceptional
(2 Reviews)
5 Bedrooms
1 Bath
4 Guests
603 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $404/Night
7 Nights - US $2,828
Hotel
10.0Exceptional
(1 Review)
4 Baths
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Breakfast
US $1,786/Night
7 Nights - US $12,504
Pet-Friendly Treehouses in Observatory Hill
Over 871+ Pet-Friendly Private Treehouses in or Near Observatory Hill
New
Apartment
- Boston
- ·
- Prospect Hill
- 0.25 mi to center
3 Bedrooms
2 Baths
4 Guests
829 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Air Conditioner
US $534/Night
7 Nights - US $3,736
Apartment
- Boston
- ·
- Central Square
- 0.15 mi to center
10.0Exceptional
(2 Reviews)
3 Bedrooms
2 Baths
8 Guests
1194.79 ft²
- Fireplace/Heating
- View
- Pet Friendly
- Parking
US $895/Night
7 Nights - US $6,265
Hotel
- Boston
- ·
- Lower Allston
- 0.47 mi to center
9.6Exceptional
(80 Reviews)
1 Bath
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
- Pet Friendly
US $385/Night
7 Nights - US $2,694
House
- Boston
- ·
- Somerville
- 1.32 mi to center
2 Bedrooms
2 Baths
4 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $389/Night
7 Nights - US $2,725
Apartment
10.0Exceptional
(2 Reviews)
3 Bedrooms
1 Bath
8 Guests
914.93 ft²
- Balcony/Terrace
- Pet Friendly
- Parking
- Air Conditioner
US $351/Night
7 Nights - US $2,454
House
- Boston
- ·
- North Cambridge
- 0.27 mi to center
10.0Exceptional
(10 Reviews)
2 Bedrooms
1 Bath
5 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $490/Night
7 Nights - US $3,432
Apartment
- Boston
- ·
- Porter Square
- 0.02 mi to center
10.0Exceptional
(3 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Air Conditioner
US $590/Night
7 Nights - US $4,128
New
Apartment
- Boston
- ·
- East Somerville
- 0.30 mi to center
10.0Exceptional
(3 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
US $379/Night
7 Nights - US $2,651
Apartment
- Boston
- ·
- Cambridgeport
- 0.12 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
12 Guests
1000 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Ocean View
US $1,576/Night
7 Nights - US $11,030
Large Private Treehouses in Observatory Hill
Over 183+ Large Treehouses in or Near Observatory Hill for Groups and Families
New
Apartment
- Boston
- ·
- Winter Hill
- 0.32 mi to center
4 Bedrooms
3 Baths
10 Guests
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $908/Night
7 Nights - US $6,354
Apartment
- Boston
- ·
- Somerville
- 0.59 mi to center
10.0Exceptional
(1 Review)
4 Bedrooms
4 Baths
12 Guests
2002.09 ft²
- Fireplace/Heating
- Parking
- Air Conditioner
- Internet
US $437/Night
7 Nights - US $3,059
Apartment
8.0Excellent
(2 Reviews)
5 Bedrooms
2 Baths
11 Guests
- Fireplace/Heating
- Kitchen
- Internet
- Child Friendly
US $528/Night
7 Nights - US $3,698
Condo
- Boston
- ·
- Winter Hill
- 0.10 mi to center
9.4Exceptional
(6 Reviews)
2 Bedrooms
1 Bath
10 Guests
1000 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Air Conditioner
US $346/Night
7 Nights - US $2,424
Apartment
- Boston
- ·
- East Cambridge
- 0.40 mi to center
10.0Exceptional
(1 Review)
5 Bedrooms
3 Baths
13 Guests
9752.1 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Pet Friendly
US $124/Night
7 Nights - US $868
Apartment
- Boston
- ·
- Cambridgeport
- 0.03 mi to center
2 Bedrooms
1 Bath
10 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $1,516/Night
7 Nights - US $10,612
Apartment
- Boston
- ·
- Somerville
- 1.66 mi to center
2 Bedrooms
1 Bath
10 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $403/Night
7 Nights - US $2,818
Condo
- Boston
- ·
- Griggs Park
- 0.02 mi to center
10.0Exceptional
(2 Reviews)
4 Bedrooms
4 Baths
10 Guests
1001 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $1,559/Night
7 Nights - US $10,914
Apartment
- Boston
- ·
- Griggs Park
- 0.03 mi to center
10.0Exceptional
(1 Review)
4 Bedrooms
3 Baths
16 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $2,663/Night
7 Nights - US $18,641
Wheelchair Accessible Holiday Homes in Observatory Hill
Over 872+ Wheelchair Accessible Treehouses and Holiday Homes in or Near Observatory Hill
New
Hotel
- Boston
- ·
- Lower Allston
- 0.55 mi to center
1 Bath
- Breakfast
- Kitchen
- Air Conditioner
- Internet
US $3,343/Night
7 Nights - US $23,401
Bed & Breakfast
- Boston
- ·
- Somerville
- 1.10 mi to center
9.0Exceptional
(74 Reviews)
7 Bedrooms
7 Baths
17 Guests
197.34 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Kitchen
US $170/Night
7 Nights - US $1,190
Apartment
- Boston
- ·
- Lower Allston
- 0.18 mi to center
9.0Exceptional
(11 Reviews)
1 Bedroom
1 Bath
2 Guests
- Internet
- Child Friendly
Wheelchair Accessible
Accessibility
US $212/Night
7 Nights - US $1,483
New
Hotel
- Boston
- ·
- Lower Allston
- 0.55 mi to center
1 Bath
- Breakfast
- Kitchen
- Air Conditioner
- Internet
US $2,989/Night
7 Nights - US $20,925
Bed & Breakfast
- Boston
- ·
- Mid-Cambridge
- 0.24 mi to center
8.6Fabulous
(519 Reviews)
21 Bedrooms
5 Baths
11 Guests
109.79 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Air Conditioner
US $195/Night
7 Nights - US $1,365
US $2,683/Night
7 Nights - US $18,782
Condo
- Boston
- ·
- Fenway–Kenmore
- 0.55 mi to center
10.0Exceptional
(7 Reviews)
2 Bedrooms
1 Bath
3 Guests
1200 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $259/Night
7 Nights - US $1,815
Apartment
- Boston
- ·
- Somerville
- 0.71 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
8 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $778/Night
7 Nights - US $5,447
Condo
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $177/Night
7 Nights - US $1,236
Observatory Hill Treehouses, Airbnb and Holiday Homes Under $200
Over 407+ Observatory Hill Private Treehouses, Airbnb and Holiday Homes Under $200
Apartment
10.0Exceptional
(18 Reviews)
2 Bedrooms
1 Bath
5 Guests
1200 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $119/Night
7 Nights - US $835
Apartment
9.1Exceptional
(12 Reviews)
2 Bedrooms
2 Baths
4 Guests
904.17 ft²
- Fireplace/Heating
- View
- Parking
- Internet
US $157/Night
7 Nights - US $1,099
House
- Boston
- ·
- Strawberry Hill
- 0.26 mi to center
8.8Fabulous
(165 Reviews)
1 Bedroom
1 Bath
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $158/Night
7 Nights - US $1,106
Apartment
10.0Exceptional
(2 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $175/Night
7 Nights - US $1,224
Apartment
- Boston
- ·
- South Medford
- 0.10 mi to center
8.9Fabulous
(36 Reviews)
1 Bedroom
1 Bath
2 Guests
204.51 ft²
- Balcony/Terrace
- Breakfast
- Parking
- Air Conditioner
US $183/Night
7 Nights - US $1,281
Condo
9.8Exceptional
(10 Reviews)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Kitchen
- Air Conditioner
- Internet
US $177/Night
7 Nights - US $1,238
Bed & Breakfast
- Boston
- ·
- Oak Square
- 0.45 mi to center
9.6Exceptional
(65 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $158/Night
7 Nights - US $1,106
Apartment
- Boston
- ·
- Somerville
- 0.52 mi to center
9.6Exceptional
(47 Reviews)
2 Bedrooms
1 Bath
3 Guests
450 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $195/Night
7 Nights - US $1,368
Apartment
9.6Exceptional
(38 Reviews)
1 Bedroom
1 Bath
4 Guests
750 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $193/Night
7 Nights - US $1,349
Instantly Bookable Treehouse Rentals in Observatory Hill
Over 1284+ Instantly Bookable Private Treehouses in or Near Observatory Hill
New
Apartment
- Boston
- ·
- Winter Hill
- 0.34 mi to center
3 Bedrooms
3 Baths
8 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $831/Night
7 Nights - US $5,816
US $146/Night
7 Nights - US $1,021
New
Apartment
- Boston
- ·
- Winter Hill
- 0.37 mi to center
2 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $540/Night
7 Nights - US $3,777
New
Condo
- Boston
- ·
- Wellington-Harrington
- 0.08 mi to center
3 Bedrooms
1 Bath
6 Guests
1000 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $526/Night
7 Nights - US $3,679
Apartment
- Boston
- ·
- Neighborhood Nine
- 0.30 mi to center
1 Bedroom
1 Bath
2 Guests
700 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $322/Night
7 Nights - US $2,255
Apartment
10.0Exceptional
(51 Reviews)
1 Bedroom
1 Bath
3 Guests
450 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $334/Night
7 Nights - US $2,338
Condo
- Boston
- ·
- Spring Hill
- 0.24 mi to center
10.0Exceptional
(21 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Kitchen
- Parking
- Air Conditioner
- Internet
US $376/Night
7 Nights - US $2,631
Apartment
- Boston
- ·
- West Cambridge
- 0.57 mi to center
10.0Exceptional
(19 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $587/Night
7 Nights - US $4,106
House
10.0Exceptional
(14 Reviews)
2 Bedrooms
1 Bath
5 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $255/Night
7 Nights - US $1,785
Book a Last Minute Place to Stay in Observatory Hill
About Observatory Hill Treehouse Rentals
Explore more than 2037 treehouses in Observatory Hill. From luxurious treetop retreats to cozy forest homes, cabins and off-grid properties, each offers premium amenities designed for families, groups, and adventurers. Enjoy exceptional comfort and a one-of-a-kind nature experience with these incredible accommodations. Perfect for tranquil escapes, adventurous retreats, or nature-inspired getaways, these treehouses provide style and comfort in Observatory Hill.
Looking for last-minute deals or the best offers on treehouses, cozy forest homes, cabins and off-grid properties? Treehouse Rentals makes it easy to compare options in Observatory Hill. Choose from spacious family-friendly stays, charming woodland escapes, or luxurious treetop getaways tailored for ultimate relaxation and adventure
Find spacious family-friendly accommodations, cozy forest homes, or luxurious treetop stays—all designed for maximum comfort and convenience during your visit.On average, treehouses in Observatory Hill offer approximately 614.69 ft² of space, giving you and your group plenty of room to relax and enjoy the stunning natural surroundings.
The average nightly rate for treehouses in Observatory Hill typically ranges around US $491.
Treehouse Rentals offers a secure and convenient platform to compare and book the best treehouses in Observatory Hill. Explore a wide range of properties at unbeatable rates, and enjoy a unique stay immersed in nature with us.
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Top Treehouse Accommodation Types in Observatory Hill
| Type | Count |
|---|---|
| Holiday Apartments | 1341 |
| Vacation Homes | 318 |
| Cottages | 1 |
Use these Quick Filters to Find a Vacation Rental in Observatory Hill
★ Pro Tip: Treehouse Rentals simplifies your search for the best treehouse accommodations from leading vacation rental OTAs like Booking.com and more. Use our Advanced Filter to explore treehouses, cozy cabins, secluded forest homes and off-grid properties. Filter by availability, pricing, cancellation options, and amenities to discover the ideal treehouse getaway in Observatory Hill.
Weather in Observatory Hill, MA
View the weather forecast for Observatory Hill before booking your Observatory Hill Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 77°F Low 40°F
June - August
High 91°F Low 64°F
September - November
High 84°F Low 38°F
Frequently Asked Questions About Observatory Hill?
What are the top treehouse rentals in Observatory Hill?
Looking for a place to stay in Observatory Hill? Explore these highly-rated treehouses for a one-of-a-kind retreat surrounded by nature:
- "The Treehouse" : Elegant living near Harvard
- 3 BR/3 BATH in Historic Home Mins from Kendall Sq , MIT, Harvard, Boston.
- Historic Brownstone Townhouse, 7 beds/3.5 baths, Fenway Boston
- UltraLuxe Apt in Boston Brownstone in Prime Area
- Modern 4 Bed 2.5 Bath Home near Harvard with FREE Parking
- NEW Modern Apartment Near Boston & Harvard Square.
- Designer Style 3Br, King Bed, W/D,Parking,Spotless
- Remodeled Spacious Apartment in Perfect Location
- Sunny and immaculately clean 3 bed/2 bath - fast wifi - 5 min walk to Alewife T
- Clean, Spacious and Located Steps Away From the MBTA!
How many treehouses with private pools are available in Observatory Hill?
Find exceptional treehouses with private pools near Observatory Hill on Treehouse Rentals. Relax in serene treetop accommodations with exclusive pool access and picturesque nature views. Whether it's a spacious treehouse or a secluded forest retreat, these properties provide the ideal mix of luxury and adventure.
- Luxurious 2BR - 2BA Apt at Hyatus
- Kendall Square 1BR w Concierge Gym nr MIT BOS-716
- Walk to the Bay! Ships, Dining & Cambridge Minutes Away (KING BED,POOL)
- The Row Hotel at Assembly Row, Autograph Collection
What are the top-rated treehouses in Observatory Hill for family stays?
Searching for a family-friendly treehouse in Observatory Hill? Discover these top-rated options, each loved by families and groups who have stayed in Observatory Hill:
- Modern 3BR House with 2 Parking Spots near Cambridge Boston Harvard MIT
- 2BR2Bth 2 Parking Spaces,TD Garden,MIT,Harvard,BOS
- Irving House At Harvard
How many treehouses are available in Observatory Hill?
Treehouse Rentals, as of 2026, features over 2037 unique treehouse, cabins and forest homes in Observatory Hill. Choose from treetop hideaways, eco-friendly lodges, and off-grid properties, with new options added frequently.
By 2026, Treehouse Rentals has curated over 2037 stunning properties in Observatory Hill, sourced from trusted platforms. Plan your nature-inspired getaway now.
For 2026, Treehouse Rentals provides access to over 2037 premier accommodations in Observatory Hill. Find your ideal escape among the treetops today.
Nearby Neighborhood (2)
| Neighborhood | Property Count |
|---|---|
| West Cambridge Vacation Rentals in Boston, Massachusetts | 1836 |
| Neighborhood Nine Vacation Rentals in Boston, Massachusetts | 1782 |
People Also Ask
Finding the best prices in Observatory Hill
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